Southwest Coast Florida Holiday Rentals

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Check prices for these dates

Tonight
13 Dec - 14 Dec
Tomorrow
14 Dec - 15 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Southwest Coast Florida holiday rentals

Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5148)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is S$214
includes taxes & fees
14 Dec - 15 Dec
Tropical Beach Resorts
Front of property – evening/night
Captiva Beach Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1171)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort
Beach/ocean view
Edison Beach House

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1578)
"Awesome stay "
United States
mary
The price is S$308
includes taxes & fees
15 Dec - 16 Dec
Edison Beach House
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (329)
"Fabulous stay! Super clean!"
United States
Sarah
The price is S$291
includes taxes & fees
14 Dec - 15 Dec
Pelican Post at Anna Maria Island Inn
Exterior
Kon Tiki Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (246)
"Staff was great, room was clean and comfortable. It was a short stay but we enjoyed our time there. We will be back!"
United States
Joan
The price is S$237
includes taxes & fees
15 Dec - 16 Dec
Kon Tiki Inn
Exercise/lap pool
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0 star property
Bonita Springs
9.2 out of 10, Wonderful, (729)
"Room great clean, staff great.loved pool"
United States
Dennis
The price is S$307
includes taxes & fees
14 Dec - 15 Dec
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Property amenity
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (299)
"Great spacious room with updated amenities as well as a great white beach and amazing staff! "
United States
Rebecca
The price is S$648
includes taxes & fees
17 Dec - 18 Dec
The Residences at Siesta Key Beach by Hyatt Vacation Club
Laptop workspace, blackout curtains, free WiFi, bed sheets
StudioRes Fort Myers Airport

StudioRes Fort Myers Airport

StudioRes Fort Myers Airport
3.0 star property
Fort Myers
8.6 out of 10, Excellent, (14)
"Clean room, staff, amenities, easy check in, easy access to gas stations, restaurants, and retail. "
United States
Gina
The price is S$127
includes taxes & fees
21 Dec - 22 Dec
StudioRes Fort Myers Airport
Outdoor pool
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
Punta Gorda Isles
9.8 out of 10, Exceptional, (1045)
"Clean room, beautiful area, excellent staff"
United States
Crystal
The price is S$250
includes taxes & fees
14 Dec - 15 Dec
The Suites at Fishermen’s Village- 2 Bedroom Suites
Living area
Tiny House Siesta

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (346)
"Enjoyable stay. "
United States
Lori
The price is S$284
includes taxes & fees
22 Dec - 23 Dec
Tiny House Siesta
Balcony view
Lovers Key Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1016)
"Nice place"
United States
patrick
Lovers Key Resort
Beach nearby, white sand, sun-loungers, beach towels
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (399)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is S$277
includes taxes & fees
21 Dec - 22 Dec
Haley's at The Anna Maria Island Inn
Property entrance
Wiggins Pass Chalet

Wiggins Pass Chalet

Wiggins Pass Chalet
4.0 star property
Naples
9.6 out of 10, Exceptional, (243)
"Room was very clean, staff was awesome, and the location was perfect. I will definitely stay here again."
United States
Tamisha
Wiggins Pass Chalet
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2212)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
Hibiscus Suites - Gateway to Siesta Key
Dock
Matlacha Tiny Village

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (268)
"Very nice place with all necesary accommodations for a Pleasant stay. "
United States
isabel
The price is S$264
includes taxes & fees
19 Dec - 20 Dec
Matlacha Tiny Village
Outdoor pool
GullWing Beach Resort

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (932)
"The view of the beach was spectacular. "
United States
Carol
GullWing Beach Resort
Beach/ocean view
Island Inn

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1121)
"Really nice, updated, and clean room with a screened waterfront balcony in a perfect place on the island (far enough away from the big resorts to be in a quieter area, but close enough to the center area of the island to be convenient). "
United States
Chris
The price is S$301
includes taxes & fees
15 Dec - 16 Dec
Island Inn
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2584)
"wonderful family friendly and spotless resort"
United States
Mary Anne
The price is S$582
includes taxes & fees
17 Dec - 18 Dec
Sundial Beach Resort & Spa
On the beach, white sand
A Beach Retreat

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (576)
"Location, very clean and comfortable. Nice efficiency."
United States
Chuck
A Beach Retreat
Outdoor pool, pool umbrellas, pool loungers
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (766)
"Great stay!"
United States
Sufyan
The price is S$398
includes taxes & fees
13 Jan - 14 Jan, 2026
Bridgewalk 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.
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Top Southwest Coast Florida Hotel Reviews

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Clean, quite room. Friendly staff, easy to communicate with."
Michael 3-night trip
Posted 1 day ago
Kompose Boutique Hotel