Southwest Florida Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Southwest Florida holiday rentals

Property grounds
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5192)
"Great place to stay. Very nice getaway. "
United States
Joyeeta
The price is S$238
includes taxes & fees
5 Jan - 6 Jan
Tropical Beach Resorts
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, (1066)
"Excellent location and comfortable. Spacious rooms with full kitchens. "
United States
Janet
The price is S$290
includes taxes & fees
4 Jan - 5 Jan
The Suites at Fishermen’s Village- 2 Bedroom Suites
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, (1598)
"Awesome stay "
United States
mary
The price is S$281
includes taxes & fees
4 Jan - 5 Jan
Edison Beach House
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, (2224)
"Very nice place !"
United States
Ivette
The price is S$340
includes taxes & fees
1 Feb - 2 Feb
Hibiscus Suites - Gateway to Siesta Key
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, (304)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is S$676
includes taxes & fees
21 Jan - 22 Jan
The Residences at Siesta Key Beach by Hyatt Vacation Club
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, (335)
"Easy access to Bridge St... Walk quick to beach. Quiet pool nice ... They can definitely improve the Internet as that was spotty. "
United States
Marc
Pelican Post at Anna Maria Island Inn
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
9.0 out of 10, Wonderful, (21)
"Loved stay here!!! "
United States
Melissa
The price is S$145
includes taxes & fees
7 Jan - 8 Jan
StudioRes Fort Myers Airport
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, (746)
"Great property. "
United States
Jan Pontus
The price is S$379
includes taxes & fees
4 Jan - 5 Jan
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Exterior
Kon Tiki Inn

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (248)
"Was close to the beach! Enjoyed having the little kitchen. Very quiet. Would definitely stay again."
United States
Linda
The price is S$382
includes taxes & fees
20 Jan - 21 Jan
Kon Tiki Inn
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
The price is S$789
includes taxes & fees
4 Jan - 5 Jan
GullWing Beach Resort
Beach/ocean view
Island Inn

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1124)
"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$414
includes taxes & fees
11 Jan - 12 Jan
Island Inn
Balcony view
Lovers Key Resort

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1020)
"The condo was great. Beautiful location and wonderful room."
United States
Jason
Lovers Key Resort
Exterior
Matlacha Tiny Village

Matlacha Tiny Village

Matlacha Tiny Village
3.0 star property
Matlacha
8.8 out of 10, Excellent, (270)
"Super clean! Super cute and easy for two. It is close to the road so we hear traffic, but the white noise helped with that. Communication was flawless! Would stay again. "
United States
Rhonda
The price is S$265
includes taxes & fees
11 Jan - 12 Jan
Matlacha Tiny Village
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, (580)
"Great location, recent updates"
United States
Michael
A Beach Retreat
Outdoor pool, a heated pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Inn On Siesta Key

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (192)
"Great place to stay! "
United States
Carlos
The Inn On Siesta Key
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$580
includes taxes & fees
17 Jan - 18 Jan
Sundial Beach Resort & Spa
Outdoor pool, pool umbrellas, pool loungers
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (769)
"The staff was very courteous, friendly and helpful."
United States
Edward
The price is S$338
includes taxes & fees
5 Jan - 6 Jan
Bridgewalk Resort
Beach
GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort

GreenLinks Golf Villas at Lely Resort
3.0 star property
Naples
9.4 out of 10, Exceptional, (544)
"Clean and staff was helpful. Beautiful views"
United States
Rebecca
GreenLinks Golf Villas at Lely Resort
Living area
SeaSpray Resort

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (84)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is S$492
includes taxes & fees
6 Jan - 7 Jan
SeaSpray 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 Florida Hotel Reviews

Hyatt Place Sarasota/Bradenton Airport

Hyatt Place Sarasota/Bradenton Airport

10/10 Excellent
"All good "
ivan 1-night trip
Posted 9 hours ago
Hyatt Place Sarasota/Bradenton Airport