Florida Keys Vacation Rentals

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Florida Keys

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (175)
"We loved our weekend stay here. "
$225 nightly
The price is $253
Jul 15 - Jul 16
Total includes taxes and fees
Yacht Haven Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1193)
"Great stay"
$201 nightly
The price is $226
Aug 10 - Aug 11
Total includes taxes and fees
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (488)
"Laid back atmosphere with renovated rooms."
$114 nightly
The price is $126
Jul 15 - Jul 16
Total includes taxes and fees
Breezy Palms Resort

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (245)
"Old Wooden Bridge was one of the coolest and most relaxing spots my family and I have ever stayed at! House Boat was clean and wonderful view of the beautiful waters in Big Pine Key! Also we were greeted by Key Deer every night which was an Amazing experience! "
$232 nightly
The price is $262
Jul 16 - Jul 17
Total includes taxes and fees
Old Wooden Bridge Resort and Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very Good, (826)
"Cute place, convenient location"
$105 nightly
The price is $118
Jul 15 - Jul 16
Total includes taxes and fees
Tropical Cottages

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
$549 nightly
The price is $617
Jul 23 - Jul 24
Total includes taxes and fees
The Islands of Islamorada

Treasure Harbor

3.0 star property
9.0 out of 10, Wonderful, (85)
"Very clean and great atmosphere "
$254 nightly
The price is $286
Aug 10 - Aug 11
Total includes taxes and fees
Treasure Harbor

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (49)
"I loved the little cabins it was a great trip for my son’s graduation. "
Cabins at Bonefish Bay

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (125)
"Clean, friendly, has its own beach"
Island Bay Resort

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (43)
"Great place to stay. A small area but otherwise a nice place. I would suggest a plunger for the "
$262 nightly
The price is $295
Jul 15 - Jul 16
Total includes taxes and fees
Aqua Lodges at 47th Street Gulfside

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1126)
"Nice pool area with view of the 7 mile bridge "
$106 nightly
The price is $116
Aug 4 - Aug 5
Total includes taxes and fees
Knight's Key Suites

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (21)
"The stay was great and the property manager Jenn was amazing. Would stay again"
Key Largo Cottages

Old Florida Style, wrap around porch, boat basin for dockage, open water

9.6 out of 10, Exceptional, (76)
"Very nice place to stay. Quick and efficient communication with host! Seemless check in and check out process. "
Old Florida Style, wrap around porch, boat basin for dockage, open water

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"We loved the location of the property and we also loved the entertainment/singer provided by lounge."
The Hammocks at Marathon

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (172)
"I absolutely loved this place and can't wait to go back. The boat was beautiful inside and had everything we needed. "
$267 nightly
The price is $300
Jul 27 - Jul 28
Total includes taxes and fees
Aqua Lodge Rentals At Coconut Cay

THE PERFECT PLACE -PRIVATE ELEVATOR,DOCK,HEAT POOL. MARATHON LIC PLR2017-00465

9.4 out of 10, Exceptional, (48)
"We stayed with Grandchildren and loved how the property was central to many attractions in the area. "
THE PERFECT PLACE -PRIVATE ELEVATOR,DOCK,HEAT POOL. MARATHON LIC PLR2017-00465

Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

9.4 out of 10, Exceptional, (70)
"Property was great for our group. 2 miles to grocery stores. Pool was great! Used the bikes and had a great time here. "
Spacious Waterfront Home on a Direct Ocean Access Canal with a Chilled Pool

Sombrero Beach Tropical Getaway in the Heart of Marathon

2.0 star property
10.0 out of 10, Exceptional, (6)
"this place was great . the owner was super nice and handled a small problem fast. as for location it was also great. close to beach. and resturants. we traveled to key west one day and had a blast..."
$348 nightly
The price is $386
Jul 26 - Jul 27
Total includes taxes and fees
Sombrero Beach Tropical Getaway in the Heart of Marathon

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

10.0 out of 10, Exceptional, (83)
"Everything just great except need better vaccum"
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

Summer Deals! OCEANFRONT Lux 1300sf with Stunning Views & All Amenities of home!

9.6 out of 10, Exceptional, (286)
"Visited with my Mother, sister and cousin. Felt very safe with the gated security. The grounds were beautiful and very well maintained. Location was great! The beach, marina, pool were all very close by. And the condo was fabulous and very well stocked."
Summer Deals! OCEANFRONT Lux 1300sf with Stunning Views & All Amenities of home!
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.
Save an average of 15% on thousands of hotels when you're signed in