Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

1-50 of 222 Florida Keys Rentals

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Marathon Florida Vacation Rentals - Home
1 / 32

Marathon Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$428 - $643
Per week:$2,995 - $4,500
Pets allowed:Yes
Internet:Yes

Escape to your own private tropical island! This Vacation Rental home combines the best of both worlds, a modern, fully furnished, waterfront shore home with all the amenities for your nights and your own private tropical island for your days. This vacation home rents from...

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$1,200
Per week:$8,400
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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Key West Florida Vacation Rentals - Home
1 / 25

Key West Home
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$865

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Home
Per night:$865 - $1,225
Per month:$25,950 - $36,750
Pets allowed:No
Internet:Yes

THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis Johnson. It is located just three blocks from Duval Street, in the heart of Key West’s Old Town, within walking distance of restaurants,...

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Amazing location for fun filled girls getaway!

“ Excellent ”
September 12, 2013
I was very impressed with the house. It was perfectly located so that we didn't have to rent bikes or move the car often. We absolutely loved lounging at the pool and couldn't have asked for a better lay out for our 7 girls retreat weekend. We will absolutely stay here again. I am missing it already and we all can't stop talking about it. Thank you for the perfect long weekend away!
Katie Skiff, Washington, DC

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Our Beautiful Sunsets
1 / 23

Key Largo Condo
3 Bedrooms / 1.5 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$136

/ night

Email Owner
Bedrooms:3
Bathrooms:1.5
Sleeps:7
Type:Condo
Per night:$136 - $172
Per week:$950 - $1,200
Pets allowed:No
Internet:Yes

Bay front Vacation Condo in Key Largo, Florida. We book early so don't wait, beat the rest to one of the best and most reasonable, clean, and well appointed condos in beautiful Key Largo, Florida. Max 4 adults, up to 3 children. 2 large bedrooms with Kings size beds,...

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Key Largo vacation Condo

“ Excellent ”
January 9, 2015
Exelent!
Milos Krunic, Woodbridge, ON, Canada

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1 / 28

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$210 - $350
Per week:$1,300 - $1,990
Pets allowed:Yes
Internet:Yes

Enjoy your own private paradise and have fun in the Keys! This beautiful, clean, spacious and airy vacation rental home has three wonderfully decorated, clean and cozy bedrooms. Two and 1/2 comfortable and clean bathrooms. Full kitchen is stocked with all necessary cookware, ...

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Great little place right on the water!

“ Excellent ”
March 6, 2015
We had a wonderful time at this great house in Key Largo! The is a cute little house that is well maintained with an updated kitchen and bathroom - the pictures don't do it justice! The house is on a little marina that attaches to the canal. We were able to use the available paddleboard and kayak and get right in the water from the backyard. There is ample space to lay in the sun or under one of the new tiki umbrellas, or sit and enjoy the beautiful view of the canal. The house also comes with private beach access to a couple nearby beaches - we rode there on some bikes that were left for us to use as well which was a lot of fun. We had 4 adults sharing the house and the one bathroom - which we were able to do with very little issues. This would be a great place for a family or a few couples/friends to stay.Maggie was a wonderful host and really helped to make our trip great! She gave advice on the best place to go snorkeling and info on restaurants and other things to do in the area. We also had some car issues on our last day and Maggie graciously helped us out!We would recommend this place to anyone who is interested - it is a great little house and Maggie was a pleasure to meet and work with on this rental :-)
Alison Brosius, Ashburn, Virginia

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Two 4-bedroom homes, side-by-side for 8 bedrooms and 6 bathrooms.
1 / 45

Marathon Home
8 Bedrooms / 6 Bathrooms / Sleeps 20

from

$757

/ night

Email Owner
Bedrooms:8
Bathrooms:6
Sleeps:20
Type:Home
Per night:$757 - $1,085
Per week:$5,295 - $7,595
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION HOME? This home offers a great option for multi- family vacationing by providing two 4- bedroom homes side- by- side. This gives you 2 kitchens, 2 pools, 2 100' long deep water docks, sandy shoreline, teak lounge chairs, 2 gas grills, 6 kayaks,...

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SunSet Water side Tiki Hut Key Largo Cottages, A Great day of rest & relaxation
1 / 24

Key Largo Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$225 - $275
Per week:$1,575 - $1,925
Pets allowed:No
Internet:No

The Owner's Unit is also right in front of the bay with 2 bedrooms; it can sleep 2 adults and 1 to 3 kids plus plus. The main bedroom has a queen size bed, the second bedroom has a queen size loft bed and a twin bed on the ground floor. Theres also a queen size pullout sofa bed ...

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Key West Florida Vacation Rentals - Villa
1 / 55

Key West Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

from

$785

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$785 - $1,780
Per month:$23,550 - $53,400
Pets allowed:Yes
Internet:Yes

CASA GRANDE: You hear all the time about grand homes tucked away in little private corners of Key West; this is one of them. Located on a quaint lane just steps from Duval Street with room to park 2 vehicles off- street - - a bonus in Old Town where parking is worth its weight in...

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Key West Florida Vacation Rentals - Condo
1 / 22

Key West Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$250 - $500
Per month:$7,500 - $15,000
Pets allowed:No
Internet:Yes

"TEE BY THE SEA" vacation rental (we include 7 bikes free for our guests! ! ! ) If you love... GOLF, SPORT FISHING/BOATING, ART/THEATER AND FANTASTIC LIVE ENTERTAINMENT... than you'll love "Tee by the Sea". We're less then 1/2 mile outside of Key West, located in Stock Island....

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Key West

“ Excellent ”
May 6, 2013
The unit was very comfortable and well equipped. The pool area was terrific and location to Key West couldn't be better. The only thing we found negative at all was the close proximity to the road but that being said it did not ruin our visit. We would stay here again.
Veronica Laliberte, Oakville, Ontario Canada

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$379

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$379 - $450
Per week:$2,650 - $3,150
Pets allowed:No
Internet:No

High- end Estate overlooking tranquil "Bonefish Flats" in picturesque Marathon. Brand new, Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, fine Hardwood floors, open air porches and balconies. This is a superb, ...

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Mar Azul is perfect!

“ Excellent ”
November 3, 2014
The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! We were excited to have iguanas on the property having never seen one before.
Rhonda Wilburn, Olive Hill, KY USA

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Islamorada Florida Vacation Rentals - Condo
1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$136 - $186
Per week:$950 - $1,300
Pets allowed:No
Internet:Yes

Two oceanfront condominiums ranch style situated on floor 2 and 5 about 50 ft from the water . You can hear and see the fish break the water in the morning. There are a variety of large tropical birds to watch . We have a beautiful pool among lush tropical foliage on the ocean. We...

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Key West Florida Vacation Rentals - Apartment
1 / 8

Key West Apartment
Studio / 1 Bathroom / Sleeps 2

“ Excellent ”5 Reviews

from

$295

/ night

Email Owner
Bedrooms:Studio
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$295 - $385
Per week:$2,065 - $2,695
Pets allowed:No
Internet:No

Want to have a piece of Paradise to call your own? Even tho it for a short stay?….. Come have breakfast lunch or dinner in your hidden GEM of a suite overlooking the beach! This property is on a lay of land tolerant, in keeping with the old Key West [to date] thru time within...

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Rooms with a View

“ Excellent ”
April 15, 2012
When we first entered the 2nd floor apartment ( via a spiral staircase- heavy luggage is a little tricky.) we were blown away by the view out of every window! ( And so many windows!) It is everything that it claimed to be and more!! We never tired of looking at the ocean, the pier and the activity all around. Holly was so helpful, even offering to pick up a few things for us at the grocery store, as she was going herself. The location was great for us, on the quieter side of the island. But nothing is too far away. We did a lot of walking, as we chose not to rent a car. We took cabs when we didn't want to walk and that worked out just great. We visited Duval Street frequently. We ate out most of the time, but there is an oven, microwave and full size refrigerator. We ordered in pizza one night and our "around the back" location was no problem for our deliveryman. The only unusual thing is arrangement of the bathroom. The toilet area and shower are seperate and there is no bathroom sink, you need to use the kitchen sink. But we were fine with that, and Holly mentioned it ahead of time so it wasn't a surprise to us. Our last day (we spent a week.) we decided to just stay at "home" and enjoy the ocean and pool next door. It was wonderful and relaxing. Holly had a list of things to do and see and restaurants that she recommended. They were outstanding. "Louie's Backyard" restaurant (a stone's tthrow away) was pricey but awesome. We were very happy with our selection of a place to stay in Key West. So much nicer than a hotel, in our opinion. Thanks for sharing your paradise with us Holly and Javier!
Molly Barth, Fort Thomas, KY USA

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$900

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$900
Per month:$27,000
Pets allowed:No
Internet:No

Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of jet skis, kayak boat, sailing boats, snorkeling and fishing...

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1 / 9

Key Largo Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”10 Reviews

from

$125

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Home
Per night:$125
Per week:$770
Pets allowed:No
Internet:Yes

MINI VACATIONS 3 DAYS 2 NIGHTS $199. 00 April 1 - May 15, 2015 This Key Largo property is a paradise in a gated private community. This comfortable park model trailer includes cable TV, full kitchen, bathroom, Queen size bed in master bedroom and much more. Outside terrace...

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Enjoyed our stay!

“ Excellent ”
May 25, 2014
Husband and I stayed here and we loved this place! The campground is patrolled by guards and the rules are strictly enforced. We felt very safe and secure. Very nice pool, marina, laundry facility, basketball and tennis court, playground. We stayed at Lot #488 and it was very spacious and comfortable. My husband's family lives nearby in Homestead/Miami so we had a lot of people coming by to hang out with us and to check out the place for renting themselves. We picked this campground because it is on the Bay side and we brought our flats boat and kayaks for fishing and recreation. The general atmosphere of the place is a fun and friendly community. Spanish is the primary language spoken but it is SE FL and it is mentioned on the campground website to expect Latin music and dominoes games. :). The campground itself was neat and clean. I loved seeing all the stray cats wandering around. One of the reasons I love the keys is all the "Gatos" everywhere. The weekends do get crazy...lots of kids roaming around on golf carts cruising the same spot over and over and over and the pool does get packed. We hope to get back soon!
FelixandChristina Gonzalez, North Central Florida

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Marathon Florida Vacation Rentals - Home
1 / 40

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$571

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$571 - $828
Per week:$3,995 - $5,795
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own private tropical island in the Gulf of Mexico. You have your own 17 foot center console boat with 50 HP 4 cycle engine for the entire week! This island (unlike most) has full power and water piped...

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Ocean View from the balcony
1 / 40

Tavernier Home
6 Bedrooms / 6 Bathrooms / Sleeps 22

“ Excellent ”1 Review

from

$567

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:22
Type:Home
Per night:$567
Per week:$3,967
Pets allowed:No
Internet:Yes

This three story house, with a breathtaking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3, 800 sq ft. 8 bedroom and 6 bathroom home with a pool and a large and complete Kitchen and can accommodate up to 27 people...

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Great reunion spot!

“ Excellent ”
January 2, 2014
This beautiful home was perfect for our recent Christmas get together with family from far and wide. Eighteen of us, including a baby, enjoyed spacious rooms and lovely amenities. The channel offered a great launch spot for the paddle boat ( included) and the kayaks we rented. The indoor dining room and the patio eating area made for terrific family meals. The nearby community center provided fun swimming and tennis at no cost. We really enjoyed our vacation in this beautiful location!
Tim Riazzi, Dayton, Ohio USA

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Marathon Florida Vacation Rentals - Home
1 / 34

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 8

from

$428

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$428 - $715
Per week:$2,995 - $5,000
Pets allowed:Yes
Internet:Yes

WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This vacation rental puts you on your own tropical island in a quiet cove of protected mangroves in the Gulf of Mexico. You stay on a 2 bedroom houseboat that is docked on the island. You have your own 17 foot center console boat with 50HP...

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view from the apt
1 / 1

Key Largo Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

I have one week available at "ANCHORAGE RESORT AND YACHT CLUB" starting SUNDAY, Feb 15th, to SUNDAY Feb 22nd. Condo is on the 5th floor of a nice building overlooking Black Water Sound, facing West... You can sit on the large balcony and watch the beautiful sunsets or the boats...

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Key West Florida Vacation Rentals - Villa
1 / 28

Key West Villa
6 Bedrooms / 7 Bathrooms / Sleeps 16

Bedrooms:6
Bathrooms:7
Sleeps:16
Type:Villa
Per night:$1,143 - $2,000
Per week:$7,995 - $13,995
Pets allowed:No
Internet:Yes

Private Home, DownTown, Villa description Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theatres and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless...

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$513

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$513
Per week:$3,590
Pets allowed:No
Internet:Yes

CASA ROSA is a classic four bedroom, four bath "eyebrow" style home located in historic Old Town Key West that is just 1 block of Duval Street and a short walk to Harbor Walk & Mallory Square. This home has a large living room and dining room with a kitchen that overlooks your own...

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Key Colony Beach Florida Vacation Rentals - Condo
1 / 9

Key Colony Beach Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$183

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$183
Per week:$1,275
Pets allowed:No
Internet:Yes

Spectacular 2 story ocean front condo with heated pool and spacious grounds. Relaxing beach with tiki hut. Beach front deck with gas grills. First floor features a spacious living room with balcony that overlooks the heated pool, a fully equipped kitchen with breakfast bar and ...

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Marathon Florida Vacation Rentals - Home
1 / 3

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$343

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$343
Per week:$2,400
Pets allowed:Yes
Internet:Yes

Thank You For Your Interest In The Peninsularhouse/ Mangrove Treehouse. Under New Ownership And Management. A 3 Bedroom, 2 Bathroom Single Family Vacation Rental Home, In Marathon, Bayside At Mile Marker 58. 6 On Grassy Key. Located Across The Water From The Dolphin...

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Islamorada Florida Vacation Rentals - Condo
1 / 8

Islamorada Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$150 - $200
Per week:$1,050 - $1,400
Pets allowed:No
Internet:Yes

Welcome to our beautiful, private and secure gated community with all of the amenities to make your vacation as relaxing or exciting as you wish. Located on Plantation Key in Islamorada at mile marker 88. 5 on the bay side and boasting a great 60 slip marina, it provides quick access...

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Key West Florida Vacation Rentals - Yacht
1 / 13

Key West Yacht
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$325

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Yacht
Per night:$325
Per week:$2,275
Pets allowed:No
Internet:No

Make your next Key West vacation on the Lion's Paw, a roomy monohull sailboat located in Key West premier marina resort - the Key West Harbour Marina. Three night to seven day vacation packages have options for half day, full day, and overnight sails. The yacht club has it's own...

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Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$300 - $350
Per week:$1,960 - $2,275
Pets allowed:No
Internet:Yes

Villa Los- Montes Beautiful Summer Gate- away, Paradise in the Keys. Rates quoted included base rental & taxes, standard Security Deposit $500. 00, $175. 00 Cleaning Fee and PDP Fee. There being no damages, the security deposit is FULLY REFUNDED after check out. Are you...

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summer get away

“ Excellent ”
August 18, 2014
Troy, Thanks for letting us rent your home for the month of July, we loved the location of your house. It was 2 seconds from the bay and not far from the ocean (which was a beautiful ride). We had manatees that came to the dock on many late afternoons (the kids loved this). We look forward to coming back next year. The Klopf's
Jeroline Klopf, Tampa, Fl

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Key West Florida Vacation Rentals - Condo
1 / 12

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$250 - $600
Per week:$2,100 - $3,475
Pets allowed:No
Internet:Yes

TAKE 25% OFF: - - Stay April 4- 6 (2 nights) and pay a reduced rate of $765 for both nights instead of $1, 025. - - Stay April 11- 14 (3 nights) and pay a reduced rate of $1, 125 for all three nights instead of $1, 500. - - Note, taxes and fees will be added to all rates....

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Better than ice cream!

“ Excellent ”
May 16, 2014
I spend a week in Key west this time every year with my cousins, in celebration of one's birthday. We have a goal to always find a place to stay that allows us the most time all together. We have found some nice places on VRBO but this welcoming home captured our hearts the moment we entered. The attention to detail was impeccable. The view was gorgeous. The beds were cozy. Linens comparable to a four star hotel. Peaceful and serene. All the wants taken care of. We fell in love, so will everyone.
April Rubenstrunk, New York

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Marathon Florida Vacation Rentals - Home
1 / 31

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$414

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$414 - $671
Per week:$2,895 - $4,695
Pets allowed:Yes
Internet:Yes

This is a rare 4 bedroom, 4 bath waterfront home near the Vaca Cut on the Gulf of Mexico. This home features a 9x20 foot splash pool, beach sand backyard and kayaks. Bring your own boat or rent one from us for $695/week (17 foot center console with 50HP engine). This property...

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FUN!!!

“ Excellent ”
December 3, 2014
We had a wonderful stay here.The location is perfect.Lots to do and see!!Thank you
Heather Gerhold, Florida

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Marathon Florida Vacation Rentals - Cottage
1 / 6

Marathon Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$349

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$349 - $499
Per month:$10,470 - $14,970
Pets allowed:No
Internet:Yes

Sleeping accommodations include a luxurious king bed in the master bedroom and queen bed in the 2nd bedroom queen size sleeper sofa in the living room. These units will accommodate 6 people including children. Delicious Continental Breakfast Daily Fresh Florida Juicing Oranges In...

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1 / 16

Key West Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$215

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$215 - $400
Per week:$1,500 - $2,800
Pets allowed:No
Internet:Yes

7 day minimum please This fully furnished newly updated getaway is so close to all the local Key West bars & restaurants and museums just take a short stroll or jump on a bike and a way you go... A car is really not necessary in Key west (though parking space for one auto is ...

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View from the balcony
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$250 - $500
Per week:$995 - $2,495
Pets allowed:Yes
Internet:Yes

2 bedroom, 2 bathroom Ocean Front Villa in Key Largo sleeps up to 6. It was completely renovated in 2013. It has dockage for boats up to 50 feet. This Villa is 20 feet from the Ocean and has a private beach 50 feet from the patio. We provide a golf cart, Kayaks, fishing equipment,...

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Great Time and Awesome location

“ Excellent ”
March 11, 2015
We stayed here the first week in March/15 in the three bedroom unit. the place was amazing, had everything we needed and the view is unreal. Norman was a great host. we cant wait to come back!
Dan MacPherson, Thamesford, ON Canada

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1 / 23

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$415

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$415 - $843
Per week:$2,900 - $5,900
Pets allowed:No
Internet:Yes

Private wide waterfront home. 4, 200 square foot with banquet hall, seats 14. Three central air conditioners, the house is so big. Party room with unique Bar embedded with sand dollars, a real $100 bill that only kids can find, sometimes drunken adults; watch out for the 6 piranhas....

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GREAT FAMILY VACATION HOME!!!

“ Excellent ”
March 22, 2015
8 of us with plenty of room for more! We had a blast, and everything was as described....only better! Patty was a great host, and was there if we needed her. No interference , just help with little details, and very much appreciated. Location was perfect.....the only neighbors we saw were the resident iguanas next door. Fishing??? We caught everything off the sea wall , and a word to the wise is to use fresh shrimp!! We're looking forward to another vacation at Canon Point, but right now we have to get another daughter married (got engaged here! Must be the water??!!??) next June. Thanks again, Patty , for a great time.
Ward Shaw, Chicago, where winter never seems to end

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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$275

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$275 - $475
Per week:$1,700 - $2,250
Pets allowed:Yes
Internet:Yes

Escape to your own private paradise nestled in one of the most picturesque bay coves in all of Key Largo within Black Water Sound. Enjoy fishing, snorkeling, scuba diving, water skiing, or kayaking from your own pier and dock. Bring your boat and launch away into the mysteries...

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Beautiful view!

“ Excellent ”
January 20, 2015
Beautiful view! The dock was the best part of the house. The house was very clean and inviting. The only thing was the kitchen was disorganized and had to get creative with things to cook with. Also, when we booked, there was no mention of people living on the property. A little awkward sharing yourmorning coffee out on the dock with other people. They were other wise very nice and respectful people.
Lauren Champion, Salt Lake City, UT USA

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$415

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$415 - $458
Per week:$2,900 - $3,200
Pets allowed:No
Internet:Yes

Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA Accommodations: House, 3 Bedrooms, 2 Baths , Sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74. 5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of...

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Villa Marlin

“ Excellent ”
March 27, 2015
We were looking for a quiet place to relax and snorkel. The villa is just as lovely as the pictures. Anything you would need is provided. The grounds are shady and comfortable and the location is quiet. We canoed in the canal and saw Manatee. We bicycled to the beach in the evening. We snorkeled all around Islamorada and out of Key largo, amazing corral and fish. The Villa owners were always available and helpful. We rent on trip advisor frequently and we can highly recommend Villa Marlin.
Stephanie Romm, Loveland, CO

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Marathon Florida Vacation Rentals - Villa
1 / 22

Marathon Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$658

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Villa
Per night:$658 - $1,158
Per week:$4,600 - $8,100
Pets allowed:Yes
Internet:Yes

Ocean Front - Villa Bali inspired Florida Keys beauty on Privately owned Walker's Island. This is a spacious 5 bedroom, 5. 5 bath home with luxury in every detail and design. Sleeps up to 12 guests. Features include cathedral ceilings, marble, stainless steel and mahogany finishes,...

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Great Vacation with Family

“ Excellent ”
December 1, 2014
We stayed at this house with our extended family. I was very apprehensive but it wound up being wonderful. Beautiful location, secluded from the world. Tons of space for us to all move about, access to cottage amenities, quick drive to Marathon and Islamorada. Lovely pool and hot tub just for us. Dock area is too shallow to really swim off of it, but there is a beach entry by the cottages. Will definitely return. Only complaint is the house is worn from the many people who visit this property. I saw this as confirmation that it is well used and popular, but the bathrooms could use a coat of paint. If that is your only worry, you are truly enjoying paradise. Thank you Conch Key for all your help and recommendations. Spot on for them all!!!
Nina Felt, Dallas, TX USA

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Marathon Florida Vacation Rentals - Condo
1 / 33

Marathon Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$107
Per week:$747
Pets allowed:No
Internet:Yes

1214 Square Feet On 1st Floor With Walk Out Patio To All Common Amenities.. Beautiful View Of Atlantic Ocean From All Rooms. Heated Swimming Pool, Tennis Court And Fitness Center, Fishing Dock, Outdoor Pavilions And Outdoor Barbecues....

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Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $450
Per week:$1,050 - $3,150
Pets allowed:No
Internet:Yes

2 bedroom 2 bathroom vacation villas on Atlantic Ocean. Heated pool overlooking a natural sand beach & Tiki huts & hammocks. All homes have full kitchen, 3 TV’s, and Washer & Dryer. Boat docks are available on site. Bar B Q grills. 2 Zone air- conditioning in every villa....

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Great location

“ Excellent ”
February 16, 2015
You couldn't ask for a better view of the beach and ocean .! Easy walk to beach, pool and hot tub. The inside of the home is a little dated but we didn't go to be impressed with fancy furnishings it had everything we needed and as I said you couldn't beat the view!,
Peggy Moore, North brunswick NJ

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Big Pine Key Florida Vacation Rentals - Apartment
1 / 10

Big Pine Key Apartment
1 Bedroom / 2 Bathrooms / Sleeps 3

from

$120

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:3
Type:Apartment
Per night:$120
Per month:$3,600
Pets allowed:No
Internet:Yes

Lovely Furnished Apartment On A 25th Floor Of One Of The Highest Buildings In San Juan, With Marblle Floors, Facias, Indirectr Lighting Central Air Conditioned, New Kitchen With Stainless Steel Appliances Where You Can Have A Couple And A Child Sleeping Comfortably. The Two Bathrooms...

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Key West Florida Vacation Rentals - Home
1 / 15

Key West Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$386

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$386 - $857
Per week:$2,699 - $5,999
Pets allowed:Yes
Internet:Yes

Private Luxury Home surrounded by lush tropical landscaping. The fusion of a mid- century Florida home with dramatic Caribbean design, has created an ideal contemporary “Floribbean” style villa in the Casa Marina district of Key West. Walking distance to all Old Town has ...

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Amazing Experience Each and Every Time!!!

“ Excellent ”
October 10, 2010
I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the outside dining area. If you are looking to rent I would highly recomend the Brass Palm Villa!
Lynne Martino, New Jersey

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Key West Florida Vacation Rentals - Townhouse
1 / 3

Key West Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”9 Reviews

from

$205

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Townhouse
Per night:$205 - $300
Per month:$6,150 - $9,000
Pets allowed:No
Internet:Yes

"Island Wind" welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof and white spindled porches reminiscent of Old Key West Just a block off Duval Street at the corner of Truman & Simonton in Windward Park a gated community consisting...

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Amazing place

“ Excellent ”
July 28, 2014
Amazing place just like we thought. Close to everything and beautiful. We will deffinatly be staying here again!!!!
James Edwards, Charlotte NC

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Marathon Florida Vacation Rentals - Cottage
1 / 15

Marathon Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$413

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$413
Per week:$2,890
Pets allowed:No
Internet:Yes

Sunset Bay is a 3 bedroom, 2 bathroom home located on the clear, aquamarine waters of the beautiful Gulf of Mexico. This beautiful waterfront cottage features a screened veranda and a natural native garden. This is a completely furnished home with an open living room, dining room,...

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Great family vacation!

“ Excellent ”
June 19, 2014
We had a great time in the keys! The house is easy to get to and beautiful! There was plenty if space for all of us. The kids loved swimming in the pool and fishing off the dock. We saw a manatee and hooked a tarpon in the canal. We rented kayaks and explored the area. Check in and check out were easy. Can't wait to visit again!
Kathy Ford Goldstein, Colorado, USA

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Key Largo Florida Vacation Rentals - Townhouse
1 / 11
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

There are no App ! That Experiences are completely worth ! ! Just Unplug your family and simply reconnect in Florida Keys . Experience the Overseas Highway ride & Stay with us for a while . The three bedrooms and three baths beautiful town home which is conveniently located at 24hrs...

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1 / 16

Key Largo Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Welcome to our home in Key Largo! ! ! We want you to feel the warmth, tranquility and love we have put in this "Little Piece of Paradise" for you to enjoy. Every square inch has been designed by the inspiration that surrounds this little secret spot nestled within the beauty...

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Islamorada Florida Vacation Rentals - Home
1 / 9

Islamorada Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This beautiful 4 bedroom/ 4 bathroom home has a 70' dock directly behind the home . Canal leads out to Snake Creek and has immediate Ocean and Bay access. The home is located in one of the finest neighborhoods of the Florida Keys- Venetian Shores. Upstairs there are 2 bedrooms/ 2...

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Wonderful Month in Key Largo

“ Excellent ”
January 9, 2015
It had been several years since we've been in the Keys, and my family and I decided it would be nice to spend Christmas there this year. We rented this property for the month of December. It was absolutely fantastic. The outside space is wonderful; the pictures just don't fully convey how great this space is. Each morning I'd spend time on the deck in "tequilaville" having coffee and watching the manatees in the canal. It was so relaxing. The flowers are spectacular; and the lights at night in the garden and the fountain are breathtaking. The house itself is comfortable and perfect; it's decorated in a caribbean/keys style which is perfect.Deborah is a job to deal with. She kept me very informed as we went through the rental process. And, she personally met me at the property for check in and to give me the grand tour. It was fantastic.There are so many things in the area to take advantage of. There is a flea market/farmers market within short walking distance; Pennekamp state park is close by; and there are so many restaurants in the area.I can't recommend this property highly enough. If you're looking for the perfect Keys experience, this property is great!! I've been home for over a week now, and I already miss Key Largo.
steve weigler, Woodbridge, VA

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Marathon Florida Vacation Rentals - Home
1 / 16

Marathon Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$499

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$499
Per week:$3,490
Pets allowed:No
Internet:Yes

Margarita is a spacious 5 bedroom, 4 bath home located on the Gulf of Mexico. Enjoy endless gulf views as you relax at this private tropical setting with large pool, hot tub, and sun deck with BBQ. Relax on the sand and enjoy the beautiful aquamarine colors of the gulf. Margarita...

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Marathon Family Vacation

“ Excellent ”
January 9, 2015
My wife & I recently retired. My oldest daughter, Dina, completed Yoga Instructing Courses, while my youngest daughter, Lisa, completed Nursing School. We wanted to celebrate in a BIG way, so we decided a New Years celebration in Marathon Florida could & would handle the task. We as a family have visited Marathon our fifth time & can't wait for our sixth. Thank You, Bob & Jeanne Knieriemen
Bob Knieriemen, Chester, Virginia

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picture of the house from inside the water
1 / 31

Key Largo Home
7 Bedrooms / 5 Bathrooms / Sleeps 24

“ Excellent ”5 Reviews

from

$600

/ night

Email Owner
Bedrooms:7
Bathrooms:5
Sleeps:24
Type:Home
Per night:$600
Per week:$4,200
Pets allowed:No
Internet:Yes

This magnificent custom built home is three stories and huge 4, 712 sf.. It includes 7 bedrooms, 5 baths, cocktail pool, tiki hut, with 3 boats docking, two outside showers, and 10 Plasma HDTV. Each bedroom has been carefully designed to entertain anyone's personal taste and...

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A true Paradise indeed!

“ Excellent ”
April 26, 2012
We just had the best spring break rental experience at this fabulous property! Our group (10 adults and 8 kids) were more than comfortable at this paradise house. Although there were some hiccups (gate, tiki-TV, hot tub not working during our stay), it by no means overshadowed the amazing views, decore, comfort, other amenities, etc at this house that we appreciated and helped to make memories for a lifetime. To put it simply, the atmostphere alone gave the feeling that you could "breathe life easier". Thanks to the owners, Nemer and Carmen, for the wonderful Key Largo hospitality, as well as the suggested places to eat and things to do. It's definitely an understatement to say that our group had a fantastic week in the Keys, and many awesome memories were made. We look forward to coming back here again someday, and we definitely recommend this house 1st to anyone staying in Key Largo!!
Nerissa Battung Hartford, St. Augustine, FL

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Marathon Florida Vacation Rentals - Condo
1 / 15

Marathon Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$285
Per week:$1,990
Pets allowed:No
Internet:Yes

Bird of Paradise Condo is a tropical three bedroom condo directly on the ocean - BEACH FRONT! Enjoy the feel of smooth, white sand on a private beach, swim in the large heated pool, or play on the tennis court. This vacation condo features dining area, full kitchen, three...

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Marathon Florida Vacation Rentals - Home
1 / 15

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$470

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$470
Per week:$3,290
Pets allowed:No
Internet:Yes

At Ocean Breezes, enjoy relaxing Atlantic breezes from either of the verandas at this spacious waterfront home. For your enjoyment there is a private pool and hot tub with gorgeous ocean views. Relax on the patio and watch the brilliant orange sunrise over the Atlantic. Splash in...

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Great vacation!

“ Excellent ”
February 19, 2015
We have just returned from our trip to the Florida Keys and this "Atlantic Beachfront" home. After viewing multiple websites, we selected this home due to its beachfront location and its whereabouts in the Middle Keys....close enough to Key Largo and Key West, but more quiet than both of those areas. We found the house clean and comfortable. The pool was great and the grounds well-manicured. The beach here is more for sitting than swimming, as the water here is very shallow and filled with grass, marine animals and sediment......but still very picturesque! We really enjoyed watching the birds and the Iguanas. Inside, we found the kitchen had all the items we needed for the week. The home was roomy and very cozy. A few areas do show a bit of wear. In two bathrooms, the towel racks had been pulled off the wall and the anchor holes left unfilled. In one downstairs bathroom, some work is needed in and around the shower...(caulking, painting). The TV's all worked well, after figuring out which of the five remote controls were needed. All of these were small concerns which did not negatively affect our week in the Keys. Overall, we really enjoyed the Marathon area and found plenty of excellent restaurants and nearby beaches for swimming. (Sombrero Beach and Bahia Honda Beach ). Thanks for a great vacation!
Steve Cross, Pittsburgh, PA

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Marathon Florida Vacation Rentals - Home
1 / 25

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$210 - $239
Per week:$1,470 - $1,670
Pets allowed:No
Internet:No

This Brand New water front home offers amazing retreat from the hustle & bustle of daily life. It’s located in the best place in Marathon, just minutes away from the Sombrero Beach, popular Bahia Honda, stores and more stores. The luxuriously decorated 3 Bedrooms 2 Baths beautiful...

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Perfect! !!

“ Excellent ”
August 7, 2014
The vacation was epic. Very very nice and clean. Great access to publix, gas, fishing and tackle, ICE, and everything else. Couldn't ask for anything else.
Bayne Eason, Ponce Inlet FL

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1  2  3  4  5 

Florida Keys Travel Tips

The Florida Keys are a wonderful vacation spot for families in search of a little relaxation or adventure. Made up of Key Largo, Islamorada, Marathon, Key West, and Big Pine Key and the lower keys, these islands have plenty of family-friendly activities. The best way to visit this beautiful area is by choosing to stay in vacation rentals by owner. Florida Keys tourists can choose from a variety of different sized properties designed to make your time in the Keys comfortable and memorable. For families visiting the Florida Keys, vacation rentals by owner offer the maximum amount of space and privacy for the price. Your entire family will love exploring the islands and coming home to a private, spacious home or condo.
Beaches and Parks
While staying in one of the area's beautiful vacation rentals, Florida Keys tourists can enjoy a leisurely day at one of the best parks in the nation. These are just a few of the Keys most popular destinations:
  • John Pennekamp Coral Reef State Park is the oldest underwater park in the world. Located in Key Largo, families can explore the 47 campsites located on 67,845 acres, split between land and underwater areas. Nature trails, beaches, kayak and canoe rentals, and glass-bottom boat tours are available.
  • Everglades National Park has many fun activities for families. Kids can become Junior Rangers or go on a wildlife hike.
  • Bahia Honda State Park is known for its beautiful beaches and crystal clear water. Visitors can book a snorkeling tour online and enjoy over an hour of snorkeling in the Looe Key National Marine Sanctuary, where swimmers will explore the gorgeous Elkhorn and Star coral.
Things to Do
The Keys have plenty of fun things to do for every activity level. Families who enjoy the outdoors can take advantage of the wide availability of Florida Keys condo rentals and stay right on the beach!
  • Fishing enthusiasts visiting the Florida Keys will be very excited to hear that Islamorada is known as the sport fishing capital of the world, offering a variety of game fish.
  • Water sports are also very popular in the Keys. Hang gliding, parasailing, kayaking, and paddle boarding are great choices for adventurous families.
  • Swimming with dolphins is a unique experience that every tourist of the Florida Keys should try! Through Dolphins Plus in Key Largo, visitors can go on a structured or natural swim with the dolphins or visit the sea lions through the Sea Lion Encounters program. In Key West, Theater of the Sea offers a wonderful opportunity to swim with dolphins, sea lions, and rays. Kids will have a blast learning about these delightful creatures.
Local History
While staying in one of the area's many vacation rentals, Florida Keys visitors may want to learn a little about the history of these breathtaking islands.
  • Ernest Hemingway Home and Museum is a must for literature enthusiasts. Located in Key West, this historical landmark was Hemingway's home from 1931 to 1939, and the place in which he penned some of his most-loved work.
  • The Florida Keys Eco-Discovery Center is sure to be a hit with the kids. Housing over 6,000 square-feet of interactive exhibits, this museum is a great way to introduce kids to underwater and wildlife ecosystems. And admission is free!
Sightseeing Tours are one of the best ways to learn about the islands. Glass-bottom boat rides, sunset tours, and dinner cruises are all available. Remember to reserve your spot online ahead of time to save on ticket prices.
Fun With Kids
While vacationing in the Florida Keys, rental homes leased by owner are a great choice for families with a few kids who need a little extra space. Florida Keys rental homes are a much better choice than hotels, because families will have a cozy home base to return to after a day of sightseeing. Some of the top activities for kids are:
  • The Key West Butterfly and Nature Conservatory was voted the #1 attraction in Key West by TripAdvisor and People's Choice Awards. Take a stroll through the conservatory, which houses between 50 and 60 species of plants, waterfalls, colorful birds, and of course--butterflies.
  • The Conch Tour Train is a fun way to see Key West with the kids. In operation since 1958, the 90-minute tour will take you through all of the island's most popular attractions.
  • Tropic Cinema has been named "Best Florida Cinema" by Florida Monthly magazine for four consecutive years. This landmark theater screens Hollywood blockbusters, documentaries, and foreign films.
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