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

201-222 of 222 Florida Keys Rentals

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1 / 15

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$230

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$230 - $430
Per week:$1,610 - $3,010
Pets allowed:No
Internet:Yes

Special vacation rental rates for off- season bookings and also for some last minute dates! Call us now for details. Located in Islamorada the fishing capitol of the world, this is a beautiful home decorated with Island style decor. Over 3, 000 square feet of living space. 100'...

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Escape

“ Excellent ”
February 21, 2015
The owner was very attentive to our needs. I sent him a text and he was " all over it". His house was decorated beautifully with a extremely well equipped kitchen. We cooked and grilled almost every night. Venetian shores is a nice community, nice to walk up and down the canals and enjoy looking at boats. About a mile from a very large park with walking trail, Olympic size swimming pool and sandy beach, even has a net to hit golf balls into for golfers to practice. I would recommend this home to anyone. If you have a disability make sure to tell the owner, as the house also has an elevator. enjoy the stay, we did!
Diane Sandoval, North Carolina, USA

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Islamorada Florida Vacation Rentals - Home
1 / 25

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$140 - $175
Per week:$980 - $1,225
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: BEAUTIFUL CANAL FRONT STILT HOME WITH HEATED POOL - For the guest who expects perfection this is it. This is a completely remodeled 3 bedroom/2 bath (2/1 up and 1/1 down) single family home - perfect for one couple or a smaller family. It is conveniently ...

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Key West Florida Vacation Rentals - Home
1 / 29

Key West Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”8 Reviews

from

$249

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$249 - $349
Per week:$1,743
Pets allowed:No
Internet:Yes

Ahoy! PirateHead Cove, your affordable vacation dream- come- true is now taking bookings for 2015! Please check the calendar on this site for availability. We do not take rentals of less than 7 nights unless it is between 2 already booked weeks, and ONLY if it shows as available...

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Water front Key West

“ Excellent ”
December 18, 2014
Cozy home, well supplied, welcoming and engaging owners with lots of sunshine. Tucked in a quiet neighborhood on Stock Island. Great vacation.
Patricia Dubberke, Minnesota

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1 / 16

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$543

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$543
Per week:$3,800
Pets allowed:No
Internet:Yes

Ocean front retreat with overwhelming views of the Atlantic, large open verandahs, 100 feet of very private white sandy beach, and a gated entrance. The beach is very private on 3/4 of an acre loaded with palm trees. You can snorkel in the backyard on coral reefs within 1000 feet...

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Islamorada Florida Vacation Rentals - Condo
1 / 21

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 5

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:5
Type:Condo
Per night:$77 - $130
Per week:$537 - $910
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Watch the fishing charter boats as they come and go from Bud and Mary's Marina. You'll be able to see cruise ships as they pass by Alligator...

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Big Pine Key Florida Vacation Rentals - Home
1 / 22

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”20 Reviews

from

$67

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$67 - $84
Per week:$467 - $584
Pets allowed:Yes
Internet:Yes

MINIMUM 1 MONTH STAY. House is located on a very green, beautiful and quiet neighborhood within National Key Deer Refuge. 7 miles to Bahia Honda State Park, where pristine beaches abound, like Sandspur Beach, voted among the 3 top beaches in Florida by Travel Channel. The house...

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Great House

“ Excellent ”
November 13, 2014
House is just what we needed. Great spot and not on vacation but working here and right down RT1 to the job site. Friendly area and people. House is very well furnished and everything you would need to live comfortable. If I was on vacation I would rent this house again. If you do enjoy we have.
chris oliver, Maryland

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Breathtaking Sunsets
1 / 44

Marathon Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”16 Reviews

from

$400

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$400 - $700
Per month:$12,000 - $21,000
Pets allowed:No
Internet:Yes

Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami...

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Snowbirds from NJ

“ Excellent ”
February 2, 2015
We had the pleasure of staying in Villa #43 for the month of January and although it was a working vacation, we thoroughly enjoyed ourselves. John was exceptional and fulfilled every request that we had. The Villa was gorgeous, clean, and roomy. It was well stocked, even with a Margarita Maker! The view from our porch was fantastic and got even better at sunset. Indigo Reef was beautifully maintained with lots of palm trees and plants in a quiet yet friendly atmosphere. We hope to return next year.
Linda Hoffman, Clarksboro, NJ

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Key West Florida Vacation Rentals - Guesthouse
1 / 3

Key West Guesthouse
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$393

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Guesthouse
Per night:$393 - $472
Per week:$2,750 - $3,300
Pets allowed:No
Internet:Yes

Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from all around the world. This 2 bedroom home is beautifully and fully...

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Great Get-a-Way

“ Excellent ”
February 8, 2010
We rented this cottage on the beautiful property of Sea Vista Estate for our 4oth wedding anniversary. We wanted a place to feel relaxed and renewed from the everyday complications of life. This was the perfect place for us. The property is beautiful, the cottage clean and neat with wonderful sunrise vistas and cool ocean breezes. The property owners were gracious and provided delicious key lime pie, daily newspapers and were ready to help with any needs we might have. The beach is quiet and private only shared with the three other houses' renters. The pool area is also very special in a lush tropical setting. We would love to come again and would highly recommend this place which is a quiet oasis to come back to after a fun trip to Key West and all the fun things to do in the area. Don't miss the restaurants, Blue Heaven in Key West and Square Grouper at Mile Marker 22!
Connie Simpson, Oak Ridge, Tennessee

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1 / 6

Islamorada Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$100
Per week:$700
Pets allowed:No
Internet:Yes

Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean your views could NOT be any better. ...

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Fabulous Vacation

“ Excellent ”
September 15, 2014
We had a fabulous time at David's place. Everything was wonderful. Beautiful view, manatees at our front door, just everything you would want in a Keys vacation.
Betty Cameron, Daytona Beach, Florida USA

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Cudjoe Key Florida Vacation Rentals - Home
1 / 24

Cudjoe Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172
Per week:$1,100 - $1,200
Pets allowed:Yes
Internet:Yes

Comfortable and charming, this newer stilt home has everything you could want for a vacation for just the two of you, a few friends, or the whole family! Fantastic waterfront open canal views. Located on a 60' wide canal, you can bring your powerboat, jet ski, ...

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Ramrod Key Florida Vacation Rentals - Home
1 / 13

Ramrod Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$134

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$134 - $200
Per week:$934 - $1,400
Pets allowed:Yes
Internet:Yes

SUMMER'S ALMOST HERE! June's still open! ! ! Give me a call or drop an email! 3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda...

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Paradise Found

“ Excellent ”
March 28, 2015
The photo's online don't do the house justice. It was even more lovely than we imaged. Every need was thought of and supplied. The home was exceptionally clean and fresh. The deck overlooking the ocean was where we spent most of our time, as you never tire of such a beautiful view. Wonderful home to spend time and make memories.
Linda Gossett Williams, Caledonia, MI

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Ramrod Key Florida Vacation Rentals - Home
1 / 8

Ramrod Key Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$329
Per week:$2,300
Pets allowed:No
Internet:No

4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breathtaking open water views! It is located on beautiful Ramrod Key...

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Fantastic

“ Excellent ”
August 19, 2014
This house was great. Had everything you could ask for. The owner even called to make sure we made it ok and if we needed anything. Best view, plenty of space absolutely gorgeous couldn't of asked for better.
Gina Ashton-Jones, Magnolia TX

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View From Balcony
1 / 8

Marathon Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”7 Reviews

from

$160

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$160 - $178
Per week:$1,120 - $1,243
Pets allowed:No
Internet:Yes

This deluxe two bedroom ocean view condo is located on Key Colony Beach, a small island paradise in Marathon in the heart of the Florida Keys. This unit is on the top floor of a three story building, with elevator. There are two screened sliding glass doors- one in the master bedroom...

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Amazing Vacation! Can't wait to return again!

“ Excellent ”
April 17, 2014
Thank you Paula and Dave for the use of your lovely home once again. We thoroughly enjoyed our stay. The updated kitchen is fantastic! The bed is amazingly comfortable. Everything you need is provided. The pier offered relaxing fishing and gorgeous sunrise and sunset views. We caught dinner for several and shared with new found friends! A lovely home and well...it's in the Florida Keys...so it's perfect! We hope to return soon!
Cindy Rutherford, St Cloud FL

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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Come enjoy this family friendly house. There are 3 bedrooms and 2 bathrooms upstairs and a separate 1 bedroom 1 bathroom and kitchen downstairs. There is a balcony off of the living room where you can sit and have your morning coffee as you watch the ocean. The house is completely...

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Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH - You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. ...

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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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Key West Florida Vacation Rentals - Condo
1 / 1

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

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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Key West Condo

“ Excellent ”
March 2, 2015
The owner published an excellent letter with the directions, key code, parking space, and internet code there was. We arrived approximately an hour early and call her and she had no problem with us going in early. The condo was exactly as described. I would recommend to everybody to use this condo.
charlie besch, Overland Park, KS

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Bedrooms:5
Bathrooms:4
Sleeps:14
Type:Home
No rental rates available - please contact the owner
 
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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Little Torch Key Florida Vacation Rentals - Villa
1 / 12
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
No rental rates available - please contact the owner
 
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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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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Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
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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