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Our top choices for Florida Keys vacation homes
1. Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
Bluegreen Vacations Hammocks at Marathon, Ascend Collection ResortMarathon
9.2 out of 10, Wonderful, (147 reviews)
"It is an excellent place."
Arianna
The price is SAR 667
SAR 856 total
includes taxes & fees
2 Dec - 3 Dec
2. Poolside Cottage #412
Poolside Cottage #412Key West
9.4 out of 10, Exceptional, (37 reviews)
"Wonderful stay. Thank you."
shannon b.
The price is SAR 625
SAR 1,054 total
includes taxes & fees
9 Nov - 10 Nov
3. SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.4 out of 10, Exceptional, (113 reviews)
"Our family had an amazing time staying here! Our hosts were quick to answer any questions we had and the house was clean and fully stocked with everything you might need. Our favorite part was being able to sit out on the deck by the canal and see all the marine wildlife. We even had a little family of manatees hang out for awhile. Definitely would recommend staying here!"
Mckayla S.
The price is SAR 559
SAR 1,618 total
includes taxes & fees
9 Nov - 10 Nov
4. SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ NOV./DEC. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
9.6 out of 10, Exceptional, (99 reviews)
"Great location, wonderful hosts!"
Blue Mountain Footwear F.
The price is SAR 747
SAR 1,848 total
includes taxes & fees
21 Nov - 22 Nov
5. Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Beachside Retreat w/ Pool, Boat Ramp Dock for RentKey Largo
9.6 out of 10, Exceptional, (54 reviews)
"We had a nice stay"
Kevin M.
The price is SAR 421
SAR 1,199 total
includes taxes & fees
11 Nov - 12 Nov
6. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal ViewsCudjoe Key
9.0 out of 10, Wonderful, (2 reviews)
"This was a sweet little modular home that gave us a clean and comfortable place to stay… away from the tourist scene."
Nora Kay F.
The price is SAR 690
SAR 1,754 total
includes taxes & fees
20 Nov - 21 Nov
7. Poolside Cottage #411
Poolside Cottage #411Key West
9.8 out of 10, Exceptional, (72 reviews)
"I loved having the pool right outside the door! It was extremely clean and perfectly located for our needs. I really enjoyed sitting outside in the evenings. I would absolutely stay here again and recommend it to others!"
Cristy D.
The price is SAR 694
SAR 1,173 total
includes taxes & fees
1 Dec - 2 Dec
8. Road's End | Prime Old Town Location! Updated Home w/ Pool
Road's End | Prime Old Town Location! Updated Home w/ PoolOld Town Key West
9.6 out of 10, Exceptional, (28 reviews)
"Charming, clean accommodations in a conveniently located area of Key West for walking to sites and renting bicycles"
BARBARA Y.
The price is SAR 553
SAR 1,577 total
includes taxes & fees
15 Nov - 16 Nov
9. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
8.6 out of 10, Excellent, (4 reviews)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
jim b.
The price is SAR 585
SAR 1,629 total
includes taxes & fees
11 Nov - 12 Nov
10. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape
Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys EscapeCudjoe Key
8.8 out of 10, Excellent, (3 reviews)
"It was a short trip but we enjoyed our stay! "
Jennifer S.
The price is SAR 709
SAR 1,780 total
includes taxes & fees
9 Nov - 10 Nov
11. Charming Home in Key Largo
Charming Home in Key LargoKey Largo
10.0 out of 10, Exceptional, (41 reviews)
"Very clean and nice location."
Melinda V.
The price is SAR 541
SAR 1,473 total
includes taxes & fees
9 Nov - 10 Nov
12. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart
Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf CartCudjoe Key
9.6 out of 10, Exceptional, (7 reviews)
"Clean and excellent water access"
Chris P.
The price is SAR 674
SAR 1,737 total
includes taxes & fees
11 Nov - 12 Nov
13. Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key CottageSummerland Key
9.8 out of 10, Exceptional, (129 reviews)
"Great location and Host was very helpful and responsive."
Dennis G.
The price is SAR 807
SAR 1,894 total
includes taxes & fees
14 Nov - 15 Nov
14. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
9.4 out of 10, Exceptional, (18 reviews)
"Perfect location, great price."
Suzanne T.
The price is SAR 674
SAR 1,737 total
includes taxes & fees
8 Nov - 9 Nov
15. Canal-Front Retreat with Dock, Pool & Open Ocean Views
Canal-Front Retreat with Dock, Pool & Open Ocean ViewsCudjoe Key
9.0 out of 10, Wonderful, (13 reviews)
"This property is convenient to food and fun. It was very clean, comfortable and we felt safe to walk around the resort. We had a wonderful stay here."
Catherine C.
The price is SAR 692
SAR 1,753 total
includes taxes & fees
14 Nov - 15 Nov
16. Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe KeyCudjoe Key
10.0 out of 10, Exceptional, (5 reviews)
"Pool area was nice but only visited it once as so much to see and do!"
Karen
The price is SAR 763
SAR 1,844 total
includes taxes & fees
9 Nov - 10 Nov
17. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key WestCudjoe Key
8.8 out of 10, Excellent, (11 reviews)
"We loved our stayed and booked again for next year. Its in our price range, plenty of space and we were all so comfortable. Its our favorite house we have rented in the area and hope to be able to continue to enjoy it years to come. "
Alisa M.
The price is SAR 709
SAR 1,780 total
includes taxes & fees
8 Nov - 9 Nov
18. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.Cudjoe Key
The price is SAR 798
SAR 1,880 total
includes taxes & fees
13 Nov - 14 Nov
19. Sea Esta Suite | Located On Iconic Duval w/ Pool
Sea Esta Suite | Located On Iconic Duval w/ PoolOld Town Key West
9.8 out of 10, Exceptional, (58 reviews)
"Located on Duval Street made all points of interest in old town an easy walk."
Rick H.
The price is SAR 725
SAR 2,715 total
includes taxes & fees
16 Nov - 17 Nov
20. Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Tiny Villa, Big Ocean Views| Breathtaking SunsetsDuck Key
10.0 out of 10, Exceptional, (24 reviews)
"This was without a doubt one of the nicest places we have ever stayed! Our hostess was PHENOMENAL and went above and beyond to be sure we were comfortable and had everything we needed for our stay. Literally the best vacation we’ve had!!!’ I suggest this place to everyone!"
Stephanie
The price is SAR 706
SAR 1,740 total
includes taxes & fees
19 Nov - 20 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Florida Keys
Snorkel crystal-clear waters teeming with colorful fish, then feast on fresh-caught lobster at a laid-back waterfront shack. Drive the scenic Overseas Highway, stopping at Key West's Ernest Hemingway Home and Dry Tortugas National Park for island adventures.
Top reviews in Florida Keys
Amazing & cozy Duplex near Zoo Miami
Amazing & cozy Duplex near Zoo MiamiSouth Miami Heights
10/10 Excellent
Me gustó la experiencia y volvería a repitió sin duda alguna
Rosjean
