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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Southwest Florida holiday rentals

Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (279 reviews)
"Property is super cute and clean and has everything you need!"
United States
Vanessa
The price is 3.297.898 ₫
3.726.626 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Kon Tiki Inn
Village Beach & Harbor Suite | Balcony view

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, (1,217 reviews)
"We had a great stay!!"
United States
Rebecca
The price is 5.014.957 ₫
5.616.552 ₫ total
includes taxes & fees
22 Jun - 23 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool, pool umbrellas, pool loungers

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Every room is very well equipped, I had to communicate with the host for some issues and it was really easy and helpful, I would recommend this place!"
United States
Liz
The price is 3.870.216 ₫
9.217.697 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Cedar Run Resort - Roam Hospitality
Cottage (1 Bedroom) | Interior

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio

2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
3.0 star property
Naples
The price is 2.106.240 ₫
4.689.280 ₫ total
includes taxes & fees
30 May - 31 May
2 Mi to Public Pool! Cozy Naples Cottage w/ Patio
Apartment, Multiple Beds, Partial Ocean View | Beach/ocean view

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,762 reviews)
"Loved the pool and being close to the beach, restaurants and shopping. We will definitely stay again next year."
United States
Jenifer
The price is 3.980.794 ₫
6.387.516 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Edison Beach House
On the beach, white sand

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (950 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is 3.933.403 ₫
13.816.830 ₫ total
includes taxes & fees
30 May - 31 May
GullWing Beach Resort
Apartment, Patio, Garden View | Dining

Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.4 out of 10, Exceptional, (3 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is 3.735.785 ₫
11.452.742 ₫ total
includes taxes & fees
30 May - 31 May
Noel Real Estate
Balcony view

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,054 reviews)
"Always a great stay"
United States
Jason
The price is 3.534.534 ₫
8.256.297 ₫ total
includes taxes & fees
30 May - 31 May
Lovers Key Resort
Front of property – evening/night

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,260 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is 5.417.908 ₫
6.568.497 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Captiva Beach Resort
Property grounds

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,521 reviews)
"This was such a great place to stay. The pool was GREAT and the beach access was fantastic"
United States
Laurie A
The price is 4.898.165 ₫
6.218.801 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Tropical Beach Resorts
Beachside One Bedroom Suite | Premium bedding, pillow-top beds, individually decorated

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (636 reviews)
"Best vacation"
United States
Lidiia
The price is 5.349.060 ₫
6.044.382 ₫ total
includes taxes & fees
31 May - 1 Jun
A Beach Retreat
Private beach nearby, motor boating, fishing

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"This is a great space. Quiet, serene, clean, comfortable and close to what you need. Our family of three had a great stay and highly recommend!"
United States
Taletha
The price is 5.734.238 ₫
11.111.653 ₫ total
includes taxes & fees
31 May - 1 Jun
MALU LANI Inn & Marina
Lobby

Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,275 reviews)
"Great accommodations , very clean and Great Service We will certainly return. "
United States
Phillip
The price is 5.942.756 ₫
7.765.422 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Bellasera Resort
House (3 Bedrooms) | Interior

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!

Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
3.0 star property
Pelican
10.0 out of 10, Exceptional, (1 review)
"This place was wonderful! The host is quick to respond to any questions. Cleanliness excellent. The kitchen has anything and everything you could possibly need. We would highly recommend It. Also is a convenient location to the beaches and downtown Cape Coral. We lived in Fort Myers and Cape Coral before hurricane Ian so we were familiar with the area. It’s also located in a very nice neighborhood. Thankyou for a great stay🍊☀️"
United States
Michael
The price is 2.448.504 ₫
9.559.697 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Heated Pool, 3 Mi to Dtwn: Cape Coral Escape!
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
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,325 reviews)
"great place to stay for a couple of nights. "
United States
Diana
The price is 3.546.887 ₫
4.007.983 ₫ total
includes taxes & fees
1 Jun - 2 Jun
Hibiscus Suites - Gateway to Siesta Key
House, 4 Bedrooms | Living area | Smart TV, streaming services

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home

Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
3.0 star property
Hancock
The price is 3.481.878 ₫
14.332.710 ₫ total
includes taxes & fees
31 May - 1 Jun
Sleeps 16 Plus Central Cape Coral Family Escape 4 Bedroom Home
Exterior

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,652 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is 9.978.312 ₫
12.564.248 ₫ total
includes taxes & fees
31 May - 1 Jun
Sundial Beach Resort & Spa
Interior

Bright & Cozy Townhome · Pool & Near Downtown

Bright & Cozy Townhome · Pool & Near Downtown
3.5 star property
Fort Myers
The price is 4.146.660 ₫
8.733.327 ₫ total
includes taxes & fees
31 May - 1 Jun
Bright & Cozy Townhome · Pool & Near Downtown
Lobby

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (480 reviews)
"One of the best places I have stayed…will definitely be my go to when visiting Venice again! "
United States
Melinda
The price is 4.771.740 ₫
5.392.066 ₫ total
includes taxes & fees
5 Jun - 6 Jun
Venice Beach Villas
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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"The best in florida"
NESTOR 2-night trip
Posted less than an hour ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton