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Check prices for these dates

In two weeks
5 Sep - 7 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Top Holiday Rentals in Florida Keys

Our top choices for Florida Keys holiday rentals

Treasure Harbor
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

3.0 star property
8.8 out of 10, Excellent, (102)
"Unique House boat experience, friendly staff. "
The price is 2.373.332 ₫
6.378.702 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Treasure Harbor
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (513)
"Best kept secret, love staying here,!"
The price is 2.032.040 ₫
3.653.188 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Breezy Palms Resort
Cabins at Bonefish Bay
Deluxe Bungalow | Terrace/patio

Cabins at Bonefish Bay

3.0 star property
9.8 out of 10, Exceptional, (60)
"Awesome cabins!"
Cabins at Bonefish Bay
Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (195)
"We loved our weekend stay here. "
Yacht Haven Marina
Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (850)
"Wish check in was sooner but made out well, very quiet, personal parking, food truck near by and was all around a good stay"
The price is 2.109.840 ₫
2.373.570 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Tropical Cottages
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (256)
"River boat houses, pool, kayak rentals. "
Old Wooden Bridge Resort and Marina
Skipjack Resort & Marina
Marina

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1198)
"Great stay"
Skipjack Resort & Marina
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is 14.505.150 ₫
17.772.237 ₫ total
includes taxes & fees
3 Sept - 4 Sept
The Islands of Islamorada
Knight's Key Suites
1 bedroom, premium bedding, soundproofing, iron/ironing board

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1142)
"Nice roomy accommodations and helpful staff I would stay here again "
The price is 1.898.856 ₫
2.703.233 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Knight's Key Suites
Key Largo Cottages
Boating

Key Largo Cottages

2.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful and peaceful place "
Key Largo Cottages
The Hammocks at Marathon
Outdoor pool, pool umbrellas, pool loungers

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"Very nice and clean nice pool area nice tity bar an restant easy to get in and out good gym area"
The Hammocks at Marathon
Aqua Lodge Rentals At Coconut Cay
BBQ/picnic Area

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (178)
"Very very nice place"
Aqua Lodge Rentals At Coconut Cay
Aqua Lodges at 47th Street Gulfside
Deluxe Cabin, Lagoon View | Private kitchen | Toaster, dining tables

Aqua Lodges at 47th Street Gulfside

3.0 star property
8.6 out of 10, Excellent, (50)
"10/10 property and boat was clean. It was perfect for my family with 2 littles. "
Aqua Lodges at 47th Street Gulfside
Island Bay Resort
Private beach, sun-loungers, beach umbrellas, beach towels

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (130)
"Clean, friendly, has its own beach"
Island Bay Resort
Anchorage Resort & Yacht Club
Exterior

Anchorage Resort & Yacht Club

3.0 star property
8.6 out of 10, Excellent, (293)
"All around amazing place"
The price is 4.984.497 ₫
5.607.691 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Anchorage Resort & Yacht Club
Sunshine Key RV Resort & Marina
Kayaking

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (156)
"I loved staying at Sunshine key"
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.
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Top Florida Keys Hotel Reviews

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

10/10 Excellent
"Beautiful hotel with fantastic facilities and stunning views. Great spot for some family downtime - the kids loved the pools and the linked fishing charters were awesome "
Matthew 5-night trip
Posted 22 hours ago
Isla Bella Beach Resort & Spa