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

1-50 of 231 Florida Keys Rentals

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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$234

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$234 - $250
Per week:$1,634 - $1,750
Pets allowed:Yes
Internet:Yes

Gorgeous luxury open oceanfront home on Summerland Beach. This expansive 3 bedroom, 2 bath home is just perfect for large families and big boats. Over 2, 500 square feet of living space with lots of room for everyone to spread out. The kitchen has plenty of room for everyone to ...

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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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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 / 8

Key West Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$127

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$127 - $140
Per week:$887 - $980
Pets allowed:No
Internet:No

Tropical seclusion and privacy at its very best. Located just 15 miles from Key West. This luxury rental consists of 2 full suites. The first floor has a roomy living room, huge screen porch, queen sleeper sofa, bath and bedroom connected by an exterior staircase to the second ...

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Key West Florida Vacation Rentals - Home
1 / 37

Key West Home
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$340

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$340 - $470
Per month:$10,200 - $14,100
Pets allowed:Yes
Internet:Yes

AMELIA HOME - A 2 bedroom 2. 5 bath private home with sparkling private pool that is only four blocks from the Atlantic Ocean and one block from all the Duval Street entertainment is the Key West vacation you have been seeking. Tucked away in one of the most interesting neighborhoods...

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Emerson Enamroado Pejuan

“ Excellent ”
April 22, 2014
the house is fine , but must change the furniture of living room , are very old ., dont have iron and iron board .Opción of payed pictures
Emerson Enamorado, Honduras C.A.

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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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Big Pine Key Florida Vacation Rentals - Home
1 / 8

Big Pine Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$180

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$180 - $184
Per week:$1,260 - $1,284
Pets allowed:No
Internet:Yes

A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1, 900 square- foot house with lots of room for the whole family and kids. Four bedrooms and 2 bathrooms. 2 level concrete home is roomy and airy. 2nd floor has a huge kitchen, living and dining area,...

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Key West Florida Vacation Rentals - Apartment
1 / 8

Key West Apartment
Studio / 1 Bathroom / Sleeps 2

“ Excellent ”5 Reviews

from

$269

/ night

Email Owner
Bedrooms:Studio
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$269 - $419
Per month:$8,070 - $12,570
Pets allowed:No
Internet:No

See if this unit is for you! RATE – BOOK – POLICY all in description. This override any other site rates. Last min. Specials for Ocean view studio for Jan. Mar. Apr. runtime may end soon! Jan to 31 $CALL FOR BEST LAST MINUTE SPECIAL WEEK RATE or Be 1st Jan weekly not ...

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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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Key Largo Florida Vacation Rentals - Home
1 / 23

Key Largo Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

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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Great For A Large Family

“ Excellent ”
July 24, 2014
We stayed with my extended family (11 of us in all including 3 kids) and this home accommodated us all. The view from the dock is amazing. Beautiful in the morning and gorgeous sunsets at night. We spent more time on the deck than in the house. It was clean with lots of living space. We loved having a full kitchen with everything we needed to cook with. The laundry room is also a plus for a long stay. Close to everything including a Winn-Dixie and Publix just down the road.
Emily Jarrett, Vero Beach, FL

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Key Largo Florida Vacation Rentals - Condo
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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2 bed & 2 bath Villas Pool & Atlantic Ocean Beach. Full Kitchen, Laundry Room
1 / 17

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 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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5 night stay in marathon

“ Excellent ”
January 15, 2015
Very enjoyable; nicely refurbished older facility. The only real issue for us was that you must climb stairs to enter unit. This puts you on kitchen/dining level. You then climb internal circular stairs to reach bedrooms, bathrooms and living room. The second set of stairs are nearly impossible to make with a larger suitcase. We finally left ours on the first level.The beach area was very nice and the pool and hot tub were great after a long day. We would consider this again for the future.
ray rose, Tulsa, OK

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Pool and Jacuzzi on premises
1 / 7

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$329 - $358
Per week:$2,300 - $2,500
Pets allowed:No
Internet:No

Enjoy a beautiful solar heated pool with Jacuzzi on the premises. Private homeowner's sandy beach access to swim and enjoy sunsets! ! Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood at mile marker 75 in Islamorada, this...

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Beautiful and Friendly

“ Excellent ”
January 22, 2014
This house was perfect. Great location, private beach, very clean, had everything you needed. Mark is very friendly and helpful. Can't wait to visit again:)
Kelly Seitzer Gee, Ocean city, md

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Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$572

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$572 - $1,029
Per week:$4,000 - $7,200
Pets allowed:No
Internet:Yes

EASY LIVIN' - - The name says it all! This lovely private home with pool is located in a secluded cul- de- sac in Truman Annex. Truman Annex is a gated community located in the historic Old Town neighborhood, in walking distance of anything you'll want to do during your visit. ...

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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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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 14

from

$167

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:14
Type:Home
Per night:$167 - $184
Per week:$1,167 - $1,284
Pets allowed:No
Internet:Yes

You and your family will absolutely love Bow Channel Manor! Situated on a very private 4- acre parcel on Upper Sugarloaf Key, you, your family and your friends will create wonderful memories here. It's like having your own private resort! There are 3, separate homes on this...

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Marathon Florida Vacation Rentals - Villa
1 / 22

Marathon Villa
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$243

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Villa
Per night:$243 - $315
Per week:$1,700 - $2,200
Pets allowed:No
Internet:Yes

Come to the Florida Keys and enjoy living in luxury at 'Blue Heaven'. There are blue skies, crystal clear blue water, calm tropical breezes at 'Blue Heaven' every day. This beautiful new three bedroom, three bath villa has 2, 000 square feet on 2 levels with under cover parking....

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Marathon Florida Vacation Rentals - Home
1 / 7

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$929

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$929 - $1,143
Per week:$6,500 - $8,000
Pets allowed:Yes
Internet:No

Private island, on ocean side of Marathon! 3 bedroom, 2 bath & 21- ft Carolina skiff. Entire island to yourself! ! Coral reef, 1/4 mile off- mainland. Spectacular 2700 sq ft, living area - 2300 sq ft, hammock- studded verandah! Full kitchen w/micro, linens/towels, cable-...

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Marathon Florida Vacation Rentals - Home
1 / 28

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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Key Colony Beach Florida Vacation Rentals - Townhouse
1 / 9

Key Colony Beach Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$286

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$286 - $358
Per week:$2,000 - $2,500
Pets allowed:No
Internet:Yes

An Oceanfront Town Home in Key Colony Beach with Beach, Pool & Fishing Pier! 3 Bedroom, 3 Bath town house with 2200 square feet of oceanfront living! Gorgeous views from the living, dining, kitchen and master bedroom. When you step into the main living level your first...

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Beach Life at it's Best!

“ Excellent ”
January 12, 2015
My wife rented this place so I had no idea of what to expect. When we checked in I couldn't believe that I was staying there! Pretty awesome place! Nice big 2-car deep garage underneath, & the upstairs accomodations were like being at home. Pool was 4 or 5 steps down from our living room. We had 3 adjacent apartments, #6, #7 & #8. Just a couple small complaints. The one we were in (#7) had a modem problem, kept going on & off, but we didn't tell anybody about it, just kept rebooting the thing. If I had to make one complaint it'd be that they should do regular walk-throughs to check things out as ours needed new fluorescent bulbs in the garage, but again we didn't make any complaints, just dealt with it. Also, I noticed that every single sliding door latch on the side/stationary doors was broken so that those doors really wouldn't lock., just the middle latch worked between the 2 doors that you always travel through. I'm surprised because in the case of a big storm or hurricane the side doors could possibly be ajar & let some rain/water in if it was blowing sideways in the right direction. Other than that it couldn't have been nicer! We would/probably will stay there again. Oh yeah, one more thing, the water to the toilet on the main floor sang without any particular pattern. At first I thought it was just when you ran the water in that bathroom, but sometimes it would just start making its noise without any water having been run. Other than these few small things everything was great.
Bob Szczypinski, Williamsburg, Va.

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1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$143 - $200
Per week:$1,000 - $1,400
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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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$84

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$84 - $92
Per week:$584 - $642
Pets allowed:Yes
Internet:Yes

Everything about this wonderful 2 bed/2 bath home is exceptional. Located just 23 miles from Key West to explore all the great activities the southernmost city has to offer. The home is decorated in tropical island style with soothing colors by one of our famous local artists....

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1 / 23

Islamorada Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$150 - $250
Per week:$980 - $1,225
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 West Florida Vacation Rentals - Home
1 / 21

Key West Home
1 Bedroom / 1.5 Bathrooms / Sleeps 4

“ Excellent ”2 Reviews

from

$210

/ night

Email Owner
Bedrooms:1
Bathrooms:1.5
Sleeps:4
Type:Home
Per night:$210 - $342
Per month:$6,300 - $10,260
Pets allowed:No
Internet:Yes

TRANQUILITY - The epitome of life in Key West, this charming cottage is full of color and creativity, lovingly restored with no detail overlooked. Fabulous artwork, fun collectables, beautiful stained glass all give this cottage the unique feel that keeps bringing visitors back...

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A heart-warming and tranquil oasis

“ Excellent ”
August 1, 2013
We truly enjoyed our stay at Tranquility on Olivia Street. The neighbourhood is charming and very peaceful. There are many interesting restaurants to discover in the surroundings and many other services easily accessible at walking and biking distance. We enjoyed relaxing in the swimming pool at the end of the day and meeting many of the interesting folks renting other cottages at the Colony. I highly recommend Tranquility for its location, the peaceful neighbourhood, the physical setting at the Colony, and the charming interior decoration of the cottage. The colors are fresh, bright and full of joy. Our only recommendation would be to provide vacationers with a binder presenting essential information on things to do, to see and, especially, a list of surrounding service providers such as: grocery store, fish market, pharmacy, bike rental, local restaurants, and hospital in case of emergency. The sofa-bed mattress would need to be changed. It’s really not comfortable. And finally, the master bedroom air conditioner is quite noisy. Should we plan to visit the Keys in the near future, Tranquility would be our place to stay. What a great place to call home for a week on vacation. Thanks!
Paul Turpin, Key West, FL, USA

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Marathon Florida Vacation Rentals - Home
1 / 27

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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Long Key Florida Vacation Rentals - Home
1 / 29

Long Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 9

“ Excellent ”6 Reviews

from

$243

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:9
Type:Home
Per night:$243 - $300
Per week:$1,700 - $2,100
Pets allowed:Yes
Internet:Yes

Huge Master Bedroom With View Of Beach And Large Balcony, Refrigerator And Microwave And Bar In 2nd Floor... Master Suite. Beautifull Sunrise Off You Private Balcony. First Floor Large Bedroom With Bath, Large Living Room, Dining Room, Sitting Area With Single Bed, Perfect...

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Family reunion

“ Excellent ”
August 4, 2014
We were a party of 7 and there was plenty of room for everyone. The house sets up beautifully for those wishing to take advantage of the view and use the patio. We brought our two dogs and with the gate in front we never felt they were in danger. Stayed from Saturday to Saturday which was the perfect amount of time. Plenty of good restaurants between Islamorada and Marathon which takes about 15 minutes to get to. Great charter fishing in Marathon ("Main Attraction"), both captain and mate were fantastic. Highly recommend this property if you really want to sit back, relax and enjoy The Keys the way they are meant to be.
Tom Gieseking, Orlando, Florida

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Key West Florida Vacation Rentals - Townhouse
1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$236 - $420
Per week:$1,650 - $2,940
Pets allowed:No
Internet:Yes

KEY WEST FOUND – A striking 2 bedroom, 2. 5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome is decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. The first floor features...

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Wonderful

“ Excellent ”
October 16, 2014
Perfect location...reasonable rent
Judy Kolbe, Okauchee,Wi usa

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Key Largo Florida Vacation Rentals - Home
1 / 21

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$117
Per week:$817
Pets allowed:No
Internet:No

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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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $267
Per week:$1,750 - $1,867
Pets allowed:No
Internet:Yes

You will be absolutely delighted to vacation at this remarkable luxury vacation home on Summerland Key. This multimillion dollar home has only the best to offer. The kitchen is a chef‘s dream with top of the line stainless appliances, cook top, built in ovens and gorgeous stone...

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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 8 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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Big Torch Key Florida Vacation Rentals - Home
1 / 18

Big Torch Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$285
Per week:$2,000
Pets allowed:Yes
Internet:Yes

Big Torch Key is reminiscent of the Florida Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views that will take your breath away. Torchview has an open floor plan (kitchen/living room/dining room) with a huge master suite(king bed)and two other bedrooms...

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Awesome Birthday vacation!

“ Excellent ”
July 14, 2014
Our family decided to rent Torchview after falling in love with the home from a distance. We had stayed at a neighboring cottage the year before and were looking for a larger rental. Knowing we would need more room for more family members who would be joiing us, we made or reservations. Upon our return to Summerland we settled in comfortably with our two teenage children, our 3 dogs, and our inlaws. (no pun intended with the order). The home is located on over an acre of land, close to the Deer Key preserve. The property sits on a beautifully landscaped gated oasis, comfortably appointed, and nicely kept. We thoroughly enjoyed seeing Key Deer in our garden, the enormous amount of tropical fish right under the dock, with easy access to our boat for intercoastal and big water fishing. The Florida Sunkist Sunsets were breathtaking and spectacularly sweet. We celebrated my birthday in Key West which is only 30+ minutes from the house. We will definitely return next year! Keep in mind that if you have a hard time climbing stairs this location may present some difficulties. We also loved the fact that we could bring our furry children to enjoy the vacation with the family! Thank you for the privilege of enjoying your beatiful home!
Elizabeth Bigles-Christensen, Stuart, Florida

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Summerland Key Florida Vacation Rentals - Home
1 / 7

Summerland Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$187

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$187 - $197
Per week:$1,307 - $1,377
Pets allowed:No
Internet:No

Looking for that perfect vacation spot in the Keys? This is the one. Luxury waterfront accommodations await for the whole group. This stately home has all the best of everything. The large great room has lots of seating. 42” Flat screen Sony hi- def TV with surround sound makes...

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Summerland Key Florida Vacation Rentals - Home
1 / 8

Summerland Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$94

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$94 - $104
Per week:$654 - $724
Pets allowed:Yes
Internet:Yes

This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining areas for ...

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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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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $117
Per week:$700 - $817
Pets allowed:Yes
Internet:Yes

The Coral House is a prime destination spot for a great Florida Keys vacation! Conveniently located on Ramrod Key, mile marker 27. Close to all the choice restaurants and services that the Florida Keys have to offer. This home is beautifully decorated in island style with attention...

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Marathon Florida Vacation Rentals - Home
1 / 15

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$470

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
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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Marathon Key

“ Excellent ”
December 6, 2014
Really need to provide beach towels, cushions for all the pool furniture and useable kitchen knives. Dull kitchen knives are more dangerous than sharp ones.
Nils Albert, Colorado

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1 / 8

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$77 - $84
Per week:$537 - $584
Pets allowed:No
Internet:Yes

Truly remarkable Big Pine Key vacation home. Rare Duplex on over ½ acre in the Doctors Arm area. A huge boat basin and direct access to Bogie channel. Rent one or both sides for the best family vacation destination in the Keys. Fully fenced for privacy and lots of yard space ...

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Key Largo Florida Vacation Rentals - Apartment
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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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 Largo Florida Vacation Rentals - Home
1 / 52

Key Largo Home
5 Bedrooms / 3 Bathrooms / Sleeps 16

“ Excellent ”25 Reviews

from

$500

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:16
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

Have you ever been in paradise? If not, this is the closest you will ever be, wake up to a beautiful sunrise and aqua blue water of the bay , occasional flock of Iris roaming around the yard , while the palm trees swing from the ocean breeze, this house with its unique architectural...

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Very Relaxing - Quiet New Year

“ Excellent ”
January 8, 2015
We had 10 adults and 2 grandchildren in the home for a full week. Everyone had a great time - we really enjoyed the grill by the pool and the Tiki hut that we had dinner under almost every night by the water. The pool was a little cool but with the warm temps it was fine for the kids - we even snorkeled off the dock and caught a few fish as well. Overall, the vacation for our family was fantastic. Nemer was very gracious in helping us out with a couple things and even checked in on us a couple times. The kitchen is perfect for a large group to cook meals in as well. It is like having your own resort on a smaller scale and you don't have to deal with the crowds! Thanks again for a great week. We will definitely look at Key Largo for future family vacations. Temps were perfect for us.
Dewayne White, Nashville, TN

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Key Largo Florida Vacation Rentals - Villa
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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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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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$144

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$144 - $150
Per week:$1,004 - $1,050
Pets allowed:Yes
Internet:No

This bright, very spacious and inviting, nicely- maintained Sugarloaf Key home is located just 20 minutes north of Key West. Nestled back in a beautifully manicured neighborhood and not far from Sugarloaf Lodge and Marina, you will have nearby access to boating, fishing, kayaking...

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Front View
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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Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:Yes

The Sombrero Pool Home A great Vacation spot! Pool, Spa, Dockage and only a 1/2 Mile from Sombrero Beach! This 3 bedroom, 3 bath home has a refreshing feel to it the moment you walk in the door. Full of color to make your vacation days start and end on a happy note. The ...

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Marathon pool home

“ Excellent ”
July 1, 2013
Beautiful home with a great location. Good ocean access. Inside of home was fairly well kept the only disappointment was the 3rd bedroom located on the bottom floor isolated from the rest of the home. The pool was great ...dock was perfect. All things considered it was a good vacation home!
susan atwell, Florida USA

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Key Largo Florida Vacation Rentals - Home
1 / 7

Key Largo Home
2 Bedrooms / 2 Bathrooms / Sleeps 10

from

$400

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:10
Type:Home
Per night:$400
Per week:$2,000
Pets allowed:No
Internet:Yes

Gorgeous views in this recently remodeled elegant home. Features 2/2 upstairs and 2/1 downstairs available for rent also. Swim, fish or go boating from your private dock and/beach. Once you visit you won't wan to leave. All the comforts of home are provided. Visit for a vacation...

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1 / 8

Sugarloaf Key Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$130 - $140
Per week:$910 - $980
Pets allowed:No
Internet:No

Ibis Landing is truly a remarkable property nestled by the Great White Heron Wildlife Refuge. Acres of nature's wonders can be viewed from the 2 large open decks. Open water views abound from every direction. The long walk out dock wanders through the undisturbed mangrove tidal flats...

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Little Torch Key Florida Vacation Rentals - Home
1 / 8

Little Torch Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$408

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$408 - $429
Per week:$2,850 - $3,000
Pets allowed:No
Internet:Yes

This Florida Style home was built in 1965 and wonderful surprises await you on the inside. The ground level house is painted in bright tropical colors to give you that that old island feel. This spacious 2, 000 square foot house has plenty of room to spread out. On one side are...

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Super Holiday

“ Excellent ”
December 30, 2014
Can't say enough good things about the stay. The house was even better than advertised.
warren compton, Frenchtown, NJ

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Cudjoe Key Florida Vacation Rentals - Home
1 / 8

Cudjoe Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$104

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$104 - $114
Per week:$724 - $794
Pets allowed:No
Internet:No

This home is great for families! It has been recently updated with new tile throughout, new furnishings and bedding, and features 3 bedrooms and 2 bathrooms as well as a roomy loft area. You’ll enjoy an open living plan with a nice size full kitchen with plenty of counter room,...

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Atlantic Breezes January Rental.

“ Excellent ”
February 14, 2014
the house was as discribed,very nice everything in great condition,boat access to Bow Chanel great.Will rent this house again ASAP. Peter Hillmann
Peter Hillmamm, Brookfield,Illinois

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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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