Florida Keys Holiday Rentals

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Holiday Rentals in Florida Keys

Breezy Palms Resort
2.5 star property
8.6 out of 10, Excellent, (365)
"Property was recently remodeled and looked great. Have stayed here in the past so it’s right where I want to be. Close to world’s best fishing and great restaurants. Will be back soon."
The price is AU$281
includes taxes & fees
10 Nov - 11 Nov
Breezy Palms Resort
Aqua Lodge Rentals At Coconut Cay
3.5 star property
9.6 out of 10, Exceptional, (123)
"Clean, quiet. Balcony to the sea was a big plus. Everything was excellent."
The price is AU$511
includes taxes & fees
3 Nov - 4 Nov
Aqua Lodge Rentals At Coconut Cay
Skipjack Resort & Marina
3.0 star property
8.6 out of 10, Excellent, (1128)
"Excellent front desk"
Skipjack Resort & Marina
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (155)
"A cute apartment and a beautiful place, but charging 100 dollars for cleaning to a person who rented an apartment for only one night is an exaggeration in my opinion. Calculation of cost should be the ratio of their stay to the number of nights."
The price is AU$373
includes taxes & fees
3 Nov - 4 Nov
Old Wooden Bridge Resort and Marina
Yacht Haven Marina
3.5 star property
9.8 out of 10, Exceptional, (87)
"Loved location, the only downfall are the Roosters are noisy but it's no fault to the owners. Loved it"
Yacht Haven Marina
Tropical Cottages
3.0 star property
8.4 out of 10, Very good, (743)
"Great staff and very friendly. Check in was easy. Location was good for snorkeling. Will stay again when we come back. "
The price is AU$162
includes taxes & fees
10 Nov - 11 Nov
Tropical Cottages
Knight's Key Suites
3.0 star property
9.0 out of 10, Wonderful, (1060)
"It’s clean and updated. Walking distance to th 7 mile bridge. "
The price is AU$194
includes taxes & fees
17 Nov - 18 Nov
Knight's Key Suites
Anchorage Resort & Yacht Club
3.0 star property
8.6 out of 10, Excellent, (265)
"Everything was great!"
The price is AU$385
includes taxes & fees
10 Nov - 11 Nov
Anchorage Resort & Yacht Club
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
9.4 out of 10, Exceptional, (42)
"Exactly what we were looking for. Very peaceful and relaxing. We will be back!!"
The price is AU$583
includes taxes & fees
4 Nov - 5 Nov
New Tiny Home- Paddle Boards, Kayaks, Pool, Marina
Island Bay Resort
2.5 star property
9.8 out of 10, Exceptional, (86)
"Outstanding property! Staff extremely attentive and professional. Grounds are meticulously kept, calm, beautiful without the crowds and busyness. Well appointed room that is comfortable with the smallest touches that made the stay unique. Will definitely be back- no reason to stay anywhere else!"
Island Bay Resort
Mangrove Marina and Resort Aqualodge Houseboats
3.0 star property
9.4 out of 10, Exceptional, (324)
"The staff is amazing and all their recommendations were on point "
Mangrove Marina and Resort Aqualodge Houseboats
Cabins at Bonefish Bay
3.0 star property
10.0 out of 10, Exceptional, (20)
"This place is amazing. The best cabin in all of Marathon. The cabins are beautiful, centrally located and close to the 7 mile bridge and several beaches. Highly recommended. The hosts were very friendly"
Cabins at Bonefish Bay
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
9.4 out of 10, Exceptional, (182)
"Had a great girls weekend. "
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
9.8 out of 10, Exceptional, (38)
"Keys history Great location thoroughly enjoyed"
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Key Colony Beach Paradise
9.4 out of 10, Exceptional, (37)
"Everything was great with our stay and the property.😊"
Key Colony Beach Paradise
EXPERIENCE OUR UNIQUE OCEAN VIEW RESORT STYLE PROPERTY AT KEY LARGO!
10.0 out of 10, Exceptional, (52)
"This beautiful rental was everything we hoped it would be. We were gathering from different areas to celebrate a milestone birthday, and the house did not disappoint. It was spacious, perfectly furnished, the kitchen had everything we could have ever needed, and the host was accommodating and very attentive. The development had a small quiet pool as well as a large pool if you wanted something more entertaining. There was a great area to grill out and enjoy food. The gated security made us all...
EXPERIENCE OUR UNIQUE OCEAN VIEW RESORT STYLE PROPERTY AT KEY LARGO!
FALL'24 Sell-off Deals! Prime OCEANFRONT 1300sf LUX Condo-All Amenities of Home!
9.6 out of 10, Exceptional, (267)
"The communication with the owner and check in information was awesome. She was very fast to respond to questions while we were on site too. We found the beds to be hard and small (All beds seem to be fulls not queens). It was nice to have access to pool towels and extra towels as needed and the laundry on site. We ended up moving the sofa closer to the TV for me to read close captions and brought in some brighter lights from the second bedroom for reading. Nice updated bathrooms. "
FALL'24 Sell-off Deals! Prime OCEANFRONT 1300sf LUX Condo-All Amenities of Home!
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (39)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."
The Islands of Islamorada
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (215)
"the property it is good but expedia say good price for cleaning and vrbo say higher price i not agree, because i believed all time that cleaning it is the price said Expedia thanks , but i never rent or recommend again thanks"
The price is AU$1,101
includes taxes & fees
3 Nov - 4 Nov
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
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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Other types of properties in Florida Keys you may be interested in

Cheeca Lodge & Spa
5.0 star property
9.0 out of 10, Wonderful, (1016)
"great range of facilities and fantastic views "
The price is AU$408
includes taxes & fees
4 Nov - 5 Nov
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Isla Bella Beach Resort & Spa
5.0 star property
9.0 out of 10, Wonderful, (1013)
"This place was amazing. They make sure your stay is wonderful. The staff and all the workers are so friendly and welcoming. I highly recommend !"
The price is AU$607
includes taxes & fees
3 Nov - 4 Nov
Isla Bella Beach Resort & Spa
Chesapeake Beach Resort
2.5 star property
9.0 out of 10, Wonderful, (1377)
"The beautiful prosperity and good staf"
The price is AU$345
includes taxes & fees
17 Nov - 18 Nov
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.