Search Holiday Rentals in Southwest Florida

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Southwest Florida holiday rentals

Port Charlotte Waterfront Home

Port Charlotte Waterfront Home
2.5 star property
Port Charlotte
The price is 3.711.354 ₫
10.793.531 ₫ total
includes taxes & fees
18 Apr - 19 Apr
Port Charlotte Waterfront Home

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (269 reviews)
"Wonderful place! Super friendly host! Very clean, affordable! Great place!!"
United States
Carolyn
The price is 3.575.539 ₫
4.040.360 ₫ total
includes taxes & fees
4 May - 5 May
Kon Tiki Inn

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is 3.765.333 ₫
15.149.026 ₫ total
includes taxes & fees
17 Apr - 18 Apr
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

4 Mi to Siesta Key Beach: Condo w/ Private Patio

4 Mi to Siesta Key Beach: Condo w/ Private Patio
3.5 star property
Sarasota
4 Mi to Siesta Key Beach: Condo w/ Private Patio

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (620 reviews)
"Love this place"
United States
Marialis
The price is 4.478.903 ₫
5.061.345 ₫ total
includes taxes & fees
27 Apr - 28 Apr
A Beach Retreat

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,713 reviews)
"perfect location in the midst of Time Square activity. looking foward to another stay"
United States
Mary
The price is 3.867.634 ₫
5.193.485 ₫ total
includes taxes & fees
4 May - 5 May
Edison Beach House

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (943 reviews)
"Wonderful stay"
United States
Doug
The price is 3.933.851 ₫
13.818.508 ₫ total
includes taxes & fees
4 May - 5 May
GullWing Beach Resort

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is 5.734.892 ₫
11.112.920 ₫ total
includes taxes & fees
27 Apr - 28 Apr
MALU LANI Inn & Marina

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,419 reviews)
"We had a very nice time and the resort was centrally located and right down the road from the beach. "
United States
Christopher Kevin
The price is 5.350.971 ₫
6.731.187 ₫ total
includes taxes & fees
30 Apr - 1 May
Tropical Beach Resorts

Artsy Getaway With Vibrant Design Flair

Artsy Getaway With Vibrant Design Flair
3.5 star property
Arlington Park
Artsy Getaway With Vibrant Design Flair

Hibiscus House Bed Breakfast Inn Parrot Room

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
Fort Myers River District
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is 3.841.624 ₫
5.671.100 ₫ total
includes taxes & fees
28 Apr - 29 Apr
Hibiscus House Bed Breakfast Inn Parrot Room

Golf Getaway: Cape Coral Condo 1 Mi to River!

Golf Getaway: Cape Coral Condo 1 Mi to River!
3.0 star property
Hancock
The price is 1.448.205 ₫
8.624.456 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Golf Getaway: Cape Coral Condo 1 Mi to River!

Venice Beach Villas

Venice Beach Villas
3.0 star property
Venice Island
9.4 out of 10, Exceptional, (478 reviews)
"Exceptional location both to the beach and restaurants. The facility has everything you need to augment your stay: bikes, beach chairs and umbrellas, coolers and pool floats. The room is immaculate too."
United States
Kathy
The price is 3.000.389 ₫
3.390.441 ₫ total
includes taxes & fees
11 May - 12 May
Venice Beach Villas

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,231 reviews)
"Clean and very close to beach. "
United States
Daniel
The price is 5.418.525 ₫
6.569.243 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Captiva 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southwest Florida Hotel Reviews