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

1-50 of 384 Florida Keys Rentals

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2 Side-by-side homes, 2 9x19 foot pools, 2 docks.
1 / 32

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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Sombrero Rock House
1 / 9

Marathon Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$858

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$858 - $1,143
Per week:$6,000 - $8,000
Pets allowed:No
Internet:Yes

Beautiful 10, 000 sq. ft. home on a deep water canal with access to the ocean, 1 block from the beach. 4 bedrooms, 5 baths, pool, hottub, 2 master bedrooms, 2 big scree TV with DVD. Bar, full kitchen....

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Awesome place to have fun with bunch of people...

“ Excellent ”
December 2, 2012
We stayed for 4 days in this vacation home it was real good fun The rooms were clean and the maintaince of this property was very good .
sujan kamma, Nashua,NH

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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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1 / 16

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$107

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$107
Per week:$747
Pets allowed:Yes
Internet:Yes

This is a beautiful 2 bedroom / 2 full bathroom home for rent in Key Largo, Florida located within a gated community. You have a gorgeous ocean front property with beach access. If you have a boat this property is just for you, you have water access to anchor boat with water...

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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 - Townhouse
1 / 9

Islamorada Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 4

“ Excellent ”4 Reviews

from

$158

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:4
Type:Townhouse
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:No

Sunset view, tennis courts, heated pool, recently remodeled, fish from the dock, boat slip right in front of unit. quiet gated community, monthly $3000. 00 in season, $1900. 00 out of season This 2 bedroom townhome with built in bar is in a quiet, gated complex and has a...

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Best of islamorado

“ Excellent ”
October 6, 2014
We stayed at this Townhouse for the month of September. It was better than the pictures portrayed it. We enjoyed the view and the boat slip 20 ft from our front door. Very comfortable beds. Nice decor. We recommend this place for anyone enjoying the water. Also you can snorkel or swim in the newly finished heated pool. We hope to go again next year. Also 3 manatees entertained us almost everyday. One day 3 porpoises were jumping right in the middle of the bay. Many thanks David.
Betty Cameron, Daytona Beach, Florida

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We had it all in Key Largo!
1 / 41

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

“ Excellent ”5 Reviews

from

$229

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$229
Per week:$1,600
Pets allowed:No
Internet:Yes

If you are looking to escape to the Islands, with all the comforts of home , you have come to the right place! Space, space.. space... inside and out! This unique Island home is situated on a DOUBLE lot with 90 Feet of waterfront dockage complete with fish cleaning station...

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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 this year. It was absolutely wonderful. I can't say enough positive things about Deborah and the property. The outdoor space is breathtaking. It was so pleasant to spend the mornings on the deck in "tequilaville" having coffee and watching the manatees play in the canal. The lights in the garden and fountain at night were superb. And, the house is very very comfortable. The decor is caribbean/keys, and perfect for the area. Deborah is a joy to deal with. She kept me very informed as we went through the rental process, and even personally met me at the property for check in and to give me the grand tour.There is so much in the area. A farmers market/flea market is within short walking distance; Pennekamp State Park is nearby; and there are numerous restaurants in the area.I highly recommend this property to anyone looking for the perfect Keys experience. I've been home for over a week, and I miss Key Largo already.
Steve Weigler, Woodbridge,VA

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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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View from the balcony
1 / 16

Key Largo Villa
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$400

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$400
Per week:$995 - $2,195
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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Awesome stay in Key Largo.

“ Excellent ”
August 8, 2014
My family's stay in this condo in Key Largo perfect. The view was incredible. I'm giving it a full 5 stars because of the wonderful view and the relaxed atmosphere. Loved having access to full kitchen and laundry facilities. Everything was in good repair and working order.
Starla Yount, owenton, kentucky

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Sun Deck
1 / 11

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250
Per week:$1,750
Pets allowed:No
Internet:Yes

New home with great ocean access. 300 yards and you are in some of the best fishing in the world. A sun deck and a shaded deck to make everyone happy. Walk to a beautiful beach with all the amenities including showers, bathrooms, grills and sand volleyball courts. This home ...

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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 Largo Florida Vacation Rentals - Apartment
1 / 20

Key Largo Apartment
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$135 - $158
Per week:$940 - $1,100
Pets allowed:No
Internet:Yes

MINIMUM STAY: 7 NIGHTS. This 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens and fresh...

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Tavernier Florida Vacation Rentals - Home
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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Living Room
1 / 1
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Decorator furnished two bedroom, two full bath condo in Key West, Florida. Only a five minute drive to Key West's largest beach - Smather's Beach. Full kitchen, three flat screen TV's, outside porch overlooking the beautiful pool and jacuzzi area on property, and one covered...

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Marathon Florida Vacation Rentals - Home
1 / 30

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 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 is located adjacent...

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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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Key West Florida Vacation Rentals - Home
1 / 23

Key West Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$134

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$134 - $234
Per week:$934 - $1,634
Pets allowed:No
Internet:Yes

Monthly rental. Key West private home right on the water - family owned for three generations (former home to WWII war hero Admiral Edward McCarthy, the former mayor of Key West (Mayor Alan Cleare), and the former District Attorney (Alan B. Cleare)). Just a few doors down from ...

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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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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 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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getaway

“ Excellent ”
January 23, 2015
5 girlfriends snuck away for a long weekend retreat to celebrate a birthday. The house had all that we needed! We loved all of the "extras" including the Gheenoe, the kayak, the bikes, the hammocks. They made the trip extra special. The house was super clean, and we are tough critics! A wonderful time and easy access to fun activities, restaurants, beaches, etc. nearby
Terri woellner, Denver

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Long Key Florida Vacation Rentals - Home
1 / 9

Long Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$44

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$44 - $60
Per week:$304 - $420
Pets allowed:Yes
Internet:Yes

All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath, living room with sleeper sofa/futon. Sleeps 6 comfortably ...

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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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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$133

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$133 - $158
Per week:$931 - $1,103
Pets allowed:Yes
Internet:Yes

Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the...

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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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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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Key Largo Florida Vacation Rentals - Cottage
1 / 16

Key Largo Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”40 Reviews

from

$175

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$175 - $225
Per month:$5,250 - $6,750
Pets allowed:Yes
Internet:Yes

Cozy cottage with sandy beach located in Key Largo on an acre of tropical waterfront. The children will enjoy playing on the beach with toys provided. Or fish from the 100ft dock with fishing equipment provided. Bring a boat and have FREE dockage. Lounge in the hammock under the palm...

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A little Slice of Paradise !

“ Excellent ”
February 10, 2015
Each evening we would sit on the dock watching the sun slowly set over the water. The cottage was perfect, the owners Al & Martha were very gracious hosts. A perfect vacation retreat.
Jeff and Cathy Vickers, Rio Vista, California

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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 - Townhouse
1 / 34

Marathon Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Truly a PARADISE..! Guests will surely love this beautiful marina town home overlooking the open Gulf waters. 3BR/2. 5BA in fully gated Indigo Reef Resort in Marathon at Mile Marker 53, in heart of the Florida Keys . The furniture and interior has all been upgraded from the "standard"...

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Marathon,FL.

“ Excellent ”
January 16, 2015
This townhouse was great. John the owner made sure everything was to our satisfaction. A very quite development and the people were very nice.
Bruce Hoffman, East Greenwich NJ USA

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Ocean View Elevated 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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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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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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Grassy Key Florida Vacation Rentals - Home
1 / 21

Grassy Key Home
5 Bedrooms / 4 Bathrooms / Sleeps 14

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:14
Type:Home
Per night:$643 - $1,286
Per week:$4,500 - $9,000
Pets allowed:No
Internet:Yes

Imagine gazing across a large, sparkling swimming pool to see a natural in- ground aquarium .. big enough to swim in, and filled with tropical fish, tarpon and lobsters. It has crystal clear water, and is accessed by way of a sand- beach entry; beyond that sits the endless expanse...

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Living Room with 42" SONY LED, BOSE surround sound and screened deck
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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SunSet Water side Tiki Hut Key Largo Cottages, A Great day of rest & relaxation
1 / 26

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 - Apartment
1 / 28

Key West Apartment
2 Bedrooms / 1 Bathroom / Sleeps 4

“ Excellent ”29 Reviews

from

$177

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$177 - $404
Per week:$1,235 - $2,828
Pets allowed:No
Internet:Yes

FINN KEY: 2 bedroom 1 bath downstairs condo in The Shipyard section of Truman Annex, one of the most popular spots in Old Town Key West. Remodeled with attention to detail, the kitchen sparkles with top of the line appliances, cabinetry and every amenity needed. Opens to a sunny...

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Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Enjoy spectacular water views from the private petite beach, large TIKI hut and boat dock at the end of the community, You'll be just steps away from the ocean, Enjoy spectacular water views and amazing sunsets, just steps away from Founder's park with private beach, private ...

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Key Largo Florida Vacation Rentals - Home
1 / 28

Key Largo Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$210

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$210 - $325
Per week:$1,200 - $1,550
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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Excellent location

“ Excellent ”
June 2, 2014
very warm and comfortable home, with a large dock and direct ocean and bay access. walked over to the Old Tavernier Restaurant across the street nearly every evening for great dinner and drinks.
GEORGE DAGNESSES, Miami,Florida

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Penthouse
#1 of 2 pools with waterfall
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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Private Heated Pool
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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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$300 - $358
Per week:$2,100 - $2,500
Pets allowed:No
Internet:Yes

Get away from the outside world at this lovely hide- away that includes two bedrooms and two bathrooms, a pull- out sofa with panoramic view of the Gulf of Mexico from every room. We've made an effort to provide the things that what will make your stay comfortable, fun and enjoyable....

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Wonderful Place

“ Excellent ”
November 3, 2014
My husband and I just finished our second stay at Gerry's Place and I'm sure it won't be our last. It has everything you need to have a great Florida Keys experience! Hope to be back again next Fall!
Vicky Rorrer, Ohio

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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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Tavernier Florida Vacation Rentals - Home
1 / 30

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$217

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$217 - $250
Per week:$1,517 - $1,750
Pets allowed:No
Internet:No

MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by...

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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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Key West Florida Vacation Rentals - Home
1 / 24

Key West Home
1 Bedroom / 1 Bathroom / Sleeps 2

“ Excellent ”23 Reviews

from

$210

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Home
Per night:$210 - $392
Per month:$6,300 - $11,760
Pets allowed:No
Internet:Yes

ISLAND PEARL: Loft bedroom 1- bath cottage, complete with living room and kitchen. French doors open to deck. Located behind a needlepoint store in Old Town Key West. This is a wonderful place to experience the "real" Key West in a secure Old Town setting. Steps away from Duval Street,...

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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”18 Reviews

from

$193

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$193 - $343
Per week:$1,349 - $2,399
Pets allowed:No
Internet:Yes

New home with wide open view of the Gulf of Mexico. 3 Bedroom 3 bath, pool home - perfect for three couples or a family. As close as you can get to the 7- mile bridge for great sunsets and quick boating access for bridge fishing or the oceanside. Fabulous views of the open water...

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Wonderful Vacation

“ Excellent ”
February 9, 2015
We had a wonderful vacation. The owner of the home was in contact with us on our first day to ensure everything went smoothly as well as the on-site maint. person. She was a dream to work with!! Loved the home and look forward to booking it again next year!!
Courtney Dunn, Louisville, KY USA

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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

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 available) Bike & scooter...

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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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Marathon Florida Vacation Rentals - Home
1 / 31

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! ARE WE THE ONLY PEOPLE ON THE ISLAND? Your family...

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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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Little Torch Key Florida Vacation Rentals - Villa
1 / 12

Little Torch Key Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$200
Per week:$1,400
Pets allowed:Yes
Internet:Yes

Monthly, 28 day minimum inquiries please! Luxury waterfront monthly vacations Villa Torchwood Cay on Little Torch Key. Spectacular Key West Style - spectacular boating/pool home Direct ocean access from 100 ft private deep water Dock, Hideaway heated In- Ground Pool,...

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view from the apt
1 / 1

Key Largo Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$143
Per week:$999
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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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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