Florida Keys Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Florida Keys

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (212)
"Good experience, clean house and safe !"
The price is CA $193
CA $356 total
includes taxes & fees
Apr 20 - Apr 21
Old Wooden Bridge Resort and Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1173)
"We really enjoyed pur stay at SkipJack. Rooms are super clean. Bar & grill onsite has excellent food. The extra amenities (courts, bikes, beach chairs) could use an update, but overall a veey nice stay."
The price is CA $336
CA $428 total
includes taxes & fees
Apr 20 - Apr 21
Skipjack Resort & Marina

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (446)
"We’ve enjoyed our stay for the second year now and look forward to returning next year. We had two minor issues this year. The sliding door to the balcony of 210 definitely needs some silicone or an adjustment. Also, 209 was being renovated without our knowledge and the construction noise was ridiculous for one full morning. We should have been given a heads up on that one. Otherwise, we loved our unit, the view, the wildlife and our whole experience. Thank you! See you next April!"
The price is CA $156
CA $247 total
includes taxes & fees
Apr 29 - Apr 30
Breezy Palms Resort

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (136)
"Perfect location, plenty of attractions close by. "
The price is CA $224
CA $425 total
includes taxes & fees
Apr 28 - Apr 29
Yacht Haven Marina

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (799)
"Loved outdoor bath. Air worked great. Liked contactless checkin. "
The price is CA $187
CA $211 total
includes taxes & fees
May 11 - May 12
Tropical Cottages

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.2 out of 10, Very good, (30)
"The view is incredible "
The price is CA $199
CA $397 total
includes taxes & fees
May 1 - May 2
Aqua Lodges at 47th Street Gulfside

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (55)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is CA $831
CA $1,012 total
includes taxes & fees
May 4 - May 5
The Islands of Islamorada

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (157)
"The aqua lodges were located on a sweet little RV resort. Everything was emasculate and the view from the back deck was lovely. We enjoyed drinking our morning coffee on that deck. Our 8 year old loved spending time in the loft. Great central location for exploring the Keys. "
The price is CA $262
CA $498 total
includes taxes & fees
Apr 27 - Apr 28
Aqua Lodge Rentals At Coconut Cay

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1104)
"It’s a great place to stay for a quick overnight. Kitchen is equipped sufficient for a short stay."
The price is CA $179
CA $231 total
includes taxes & fees
May 8 - May 9
Knight's Key Suites

Cabins at Bonefish Bay

3.0 star property
10.0 out of 10, Exceptional, (39)
"We had a fantastic stay in the cabins. Very clean with everything you need. Quiet, cozy and the kayaks provided a unique way to see the island. We will definitely be back!"
Cabins at Bonefish Bay

Key Largo Cottages

2.5 star property
9.4 out of 10, Exceptional, (20)
"Love this place! Very friendly and secluded. Not your typical resort-look elsewhere if that’s what you want. But if you want a friendly private sailing camp where you hang out with other fun people and like to sail and kayak, this is absolutely it! The use of the sailboat alone more than pays for the room."
Key Largo Cottages

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (112)
"Beautiful, well maintained, small resort with a nice beach area. "
Island Bay Resort

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (174)
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. We will stay here again, I’m sure. "
The price is CA $312
CA $573 total
includes taxes & fees
Apr 21 - Apr 22
Direct Oceanfront Cottage-Sunrise View- #2,

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

9.8 out of 10, Exceptional, (51)
"Easy to get to everything. Wonderful unit. Well stocked, clean & comfortable. Bedrooms both upstairs so be prepared for that. Made it difficult with bad knee but bathroom on each floor made it work."
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool

The Reef at Marathon, Florida Keys

4.0 star property
8.8 out of 10, Excellent, (3)
"We really enjoyed staying at The Reef. I would say that it would have been a better experience if the washing machine worked properly- does not drain. Also we had to leave at 4 am to catch a flight- we should not be ask to take off the linens and put in the washing machine before leaving. It was not feasible. Thank you "
The Reef at Marathon, Florida Keys

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (133)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!

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

9.4 out of 10, Exceptional, (57)
"Next time we will book for a longer stay! Tiny home was updated and very clean. "
The price is CA $153
CA $494 total
includes taxes & fees
May 7 - May 8
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina

Beachfront Retreat w Pool, Boat Ramp & Dock Rental

8.6 out of 10, Excellent, (34)
"Property was clean. There were some small ants in the kitchen and bath."
The price is CA $141
CA $432 total
includes taxes & fees
May 6 - May 7
Beachfront Retreat w Pool, Boat Ramp & Dock Rental

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (146)
"I enjoyed staying in a tiny house. The property was amazing!"
Sunshine Key RV Resort & Marina
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.
Don't see what you're looking for?
See all available properties in Florida Keys
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Florida Keys you may be interested in

Hawks Cay Resort

4.0 star property
7.8 out of 10, Good, (1010)
"Beautiful property, restaurants close too early for later eaters. "
The price is CA $317
CA $461 total
includes taxes & fees
Apr 27 - Apr 28
Hawks Cay Resort

Reefhouse Resort & Marina

3.5 star property
9.2 out of 10, Wonderful, (1333)
"Staff was very friendly and lots of quality places to eat nearby"
The price is CA $365
CA $466 total
includes taxes & fees
Apr 20 - Apr 21
Reefhouse Resort & Marina

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1429)
"I was looking for a one night stay in Islamorada that wouldn't break the bank, but still be comfortable and clean. The Chesapeake Resort fit the bill! Rooms have been updated and resort was clean and quiet. It has a nice area for sunning and two pools. There isn't a restaurant or bar on site, but they do offer a very good continental breakfast with made to order eggs and a bar cart with quality liquor, beer, and wine. Also, two restaurants are within walking distance. "
The price is CA $276
CA $388 total
includes taxes & fees
Apr 28 - Apr 29
Chesapeake Beach Resort
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.