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Our top choices for Florida Keys holiday homes

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Beachside Retreat w/ Pool, Boat Ramp Dock for Rent
Key Largo
9.6 out of 10, Exceptional, (46 reviews)
"I really enjoyed our stay at the campsite. The home is right on the water with plenty of activities to do. Also the grocery store and places to eat are only a few minutes away. "
United States
Everett S.
The price is HK$1,117
HK$2,746 total
includes taxes & fees
29 Apr - 30 Apr
Beachside Retreat w/ Pool, Boat Ramp Dock for Rent

Charming Home in Key Largo

Charming Home in Key Largo
Key Largo
9.8 out of 10, Exceptional, (33 reviews)
"Very nice place and definitely would stay there again! Very nice host and redponded on time."
United States
Amey P.
The price is HK$1,234
HK$3,326 total
includes taxes & fees
5 Apr - 6 Apr
Charming Home in Key Largo

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
9.8 out of 10, Exceptional, (123 reviews)
"Great location and Host was very helpful and responsive."
United States
Dennis G.
The price is HK$1,516
HK$3,928 total
includes taxes & fees
5 Apr - 6 Apr
Kelly's Kabin - Adorable Private Summerland Key Cottage

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
8.0 out of 10, Very good, (15 reviews)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
The price is HK$1,685
HK$3,714 total
includes taxes & fees
14 Apr - 15 Apr
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Key Largo
9.4 out of 10, Exceptional, (92 reviews)
"Everything was great!"
United States
Bethany B.
The price is HK$1,421
HK$3,509 total
includes taxes & fees
21 Apr - 22 Apr
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (106 reviews)
"Janet and Jerry were excellent hosts and the property was perfect for our trip "
United States
Shayne H.
The price is HK$1,559
HK$3,902 total
includes taxes & fees
13 Apr - 14 Apr
SAVE BIG $$$ APRIL! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Cudjoe Key
9.8 out of 10, Exceptional, (86 reviews)
"The rental was super clean and beautiful."
United States
christopher v.
The price is HK$1,950
HK$4,414 total
includes taxes & fees
11 Apr - 12 Apr
SAVE BIG $$$ APRIL! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Relax by Florida Keys Beaches, just a 7-min drive away

Relax by Florida Keys Beaches, just a 7-min drive away
Cudjoe Key
9.8 out of 10, Exceptional, (206 reviews)
"Will definitely stay here again "
United States
Jeannine R.
Relax by Florida Keys Beaches, just a 7-min drive away

Road's End | Prime Old Town Location! Updated Home w/ Pool

Road's End | Prime Old Town Location! Updated Home w/ Pool
Old Town Key West
9.8 out of 10, Exceptional, (8 reviews)
"The courtyard was peaceful and perfect for breakfasts in the morning and board games in the evening. Location is close enough to Duval for easy access, but just enough removed that you don’t hear a thing! Great for us early birds with small children. "
United States
Dylan
The price is HK$1,939
HK$4,469 total
includes taxes & fees
3 Apr - 4 Apr
Road's End | Prime Old Town Location! Updated Home w/ Pool

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Cudjoe Key
9.2 out of 10, Wonderful, (9 reviews)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is HK$1,563
HK$4,712 total
includes taxes & fees
12 Apr - 13 Apr
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West
Sands
8.4 out of 10, Very good, (7 reviews)
"Great property, surrounded by key deer and wild roosters. "
United States
Scott B.
The price is HK$2,578
HK$5,786 total
includes taxes & fees
22 Apr - 23 Apr
Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is HK$1,855
HK$4,883 total
includes taxes & fees
6 Apr - 7 Apr
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (137 reviews)
"My family and I had a great time. The place was very comfortable. Location was great and we enjoyed all the amenities. Great experience over all."
United States
Raul e.
The price is HK$2,411
HK$4,920 total
includes taxes & fees
29 Apr - 30 Apr
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

2. Waterfront Retreat w/ Ocean Access, Key Largo!

2. Waterfront Retreat w/ Ocean Access, Key Largo!
Key Largo
10.0 out of 10, Exceptional, (15 reviews)
"My second time staying there and I will stay there in the near future! Love this place!"
United States
Alejandra S.
The price is HK$1,950
HK$3,739 total
includes taxes & fees
1 Apr - 2 Apr
2. Waterfront Retreat w/ Ocean Access, Key Largo!

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (96 reviews)
"We had a great time and will be back. "
United States
Michelle K.
The price is HK$2,820
HK$6,056 total
includes taxes & fees
21 Apr - 22 Apr
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
Key Largo
10.0 out of 10, Exceptional, (50 reviews)
"super nice and modern house, really lovely host, the kitchen is equipped with all you need for cookingall decoration is so nice fits to the beach feelingall rooms are modern and nice decoratedwe could just recommend ! if we will come back to Florida this will be again our choice!"
United States
Anonymous traveller
The price is HK$3,299
HK$6,101 total
includes taxes & fees
30 Apr - 1 May
NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.

Ohana Cay 2brm/2bth - Book your getaway!

Ohana Cay 2brm/2bth - Book your getaway!
Rock Harbor
10.0 out of 10, Exceptional, (96 reviews)
"Perfect location and great community. Easy docking at the marina and nice amenities. "
United States
Gene Z.
The price is HK$1,763
HK$6,207 total
includes taxes & fees
27 Apr - 28 Apr
Ohana Cay 2brm/2bth - Book your getaway!

House of the Rising Sun - VO479

House of the Rising Sun - VO479
Cudjoe Key
8.8 out of 10, Excellent, (12 reviews)
"We rented a boat, fished and snorkeled. Really enjoyed the patio right on the sea wall. One of the best parts of property was the stunning view of the morning sunrise!"
United States
Matt W.
The price is HK$1,959
HK$5,839 total
includes taxes & fees
23 Apr - 24 Apr
House of the Rising Sun - VO479

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock
Cudjoe Key
9.2 out of 10, Wonderful, (29 reviews)
"Close to Key West and lots of great boating"
United States
Simon S.
The price is HK$1,974
HK$5,229 total
includes taxes & fees
27 Apr - 28 Apr
Relax at Keys Time – 2BR Waterfront Rental w/ Kayaks, Bikes, and Boat Dock

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (21 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
The price is HK$2,741
HK$5,346 total
includes taxes & fees
13 Apr - 14 Apr
Spanish Queen @Venture Out, Cudjoe Key
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.
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Top Florida Keys Hotel Reviews

Find out more about Florida Keys

Florida Keys Vacation Homes information

Number of reviews
967
Accommodation
984 Vacation Homes
Lowest Price
HK$2,746
Highest Price
HK$6,207

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