Southwest Florida Holiday Rentals

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Our top choices for Southwest Florida holiday rentals

Mariners Boathouse by Coolvacay

Mariners Boathouse by Coolvacay
3.0 star property
South Island
10.0 out of 10, Exceptional, (4 reviews)
"Very clean, modern and fun room design, my daughter loved the bunk beds! The pool and other amenities like the barbeques were great! Staff were super friendly and the hotel was right on the beach. Close to Fort Myers for entertainment but in a more peaceful, exclusive spot with a nicer beach, perfect for families."
United States
Susana
Mariners Boathouse by Coolvacay

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 HK$1,111
HK$3,406 total
includes taxes & fees
18 May - 19 May
Noel Real Estate

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, (1,204 reviews)
"We had a great stay!!"
United States
Rebecca
The price is HK$1,492
HK$1,671 total
includes taxes & fees
9 Jun - 10 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (277 reviews)
"Property is super cute and clean and has everything you need!"
United States
Vanessa
The price is HK$861
HK$973 total
includes taxes & fees
19 May - 20 May
Kon Tiki Inn

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
The price is HK$1,049
HK$2,627 total
includes taxes & fees
19 May - 20 May
Cedar Run Resort - Roam Hospitality

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 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 HK$1,516
HK$3,094 total
includes taxes & fees
19 May - 20 May
MALU LANI Inn & Marina

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
The price is HK$861
HK$2,657 total
includes taxes & fees
13 Jun - 14 Jun
4 Mi to Siesta Key Beach: Condo w/ Private Patio

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,487 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 HK$1,258
HK$1,625 total
includes taxes & fees
21 May - 22 May
Tropical Beach Resorts

Lovers Key Resort

Lovers Key Resort
3.0 star property
Fort Myers Beach
8.8 out of 10, Excellent, (1,049 reviews)
"Very nice, will stay there again."
United States
Duane
The price is HK$1,051
HK$2,456 total
includes taxes & fees
18 May - 19 May
Lovers Key Resort

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.
LaBelle
9.8 out of 10, Exceptional, (85 reviews)
"The cottage was very clean. It is exactly as described. The host was extremely responsive and very helpful."
United States
Silvana C.
The price is HK$1,050
HK$2,020 total
includes taxes & fees
18 May - 19 May
Country Cottage, 40 Acres, Outdoor Kitchen w/ B-que, Campfire, & Horse Stables.

Tropical Mango Grove Stay Whiskey Creek Area

Tropical Mango Grove Stay Whiskey Creek Area
2.0 star property
McGregor
The price is HK$788
HK$2,321 total
includes taxes & fees
18 May - 19 May
Tropical Mango Grove Stay Whiskey Creek Area

Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,748 reviews)
"Room was great, view was amazing!"
United States
Ashley
The price is HK$1,205
HK$1,923 total
includes taxes & fees
18 May - 19 May
Edison Beach House

GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.4 out of 10, Exceptional, (945 reviews)
"Wonderful stay"
United States
Doug
The price is HK$1,170
HK$4,110 total
includes taxes & fees
20 May - 21 May
GullWing Beach Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,250 reviews)
"Wonderful spot to stay! Traveled solo and Captiva was perfect "
United States
Angela
The price is HK$1,811
HK$2,180 total
includes taxes & fees
19 May - 20 May
Captiva Beach Resort

Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,134 reviews)
"The place was amazing and the host was very gracious."
United States
Wendy
The price is HK$2,341
HK$2,611 total
includes taxes & fees
20 May - 21 May
Island Inn

Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,647 reviews)
"Excellent stay and amenities for families. "
United States
Megan
The price is HK$3,411
HK$4,231 total
includes taxes & fees
8 Jun - 9 Jun
Sundial Beach Resort & Spa

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 HK$431
HK$2,565 total
includes taxes & fees
18 May - 19 May
Golf Getaway: Cape Coral Condo 1 Mi to River!

Casa Azul By the River

Casa Azul By the River
Bayou Oaks
9.6 out of 10, Exceptional, (77 reviews)
"Wonderful stay! Would definitely book again if in the Sarasota area."
United States
Jessica
The price is HK$736
HK$1,564 total
includes taxes & fees
1 Jun - 2 Jun
Casa Azul By the River

Bright & Cozy Townhome · Pool & Near Downtown

Bright & Cozy Townhome · Pool & Near Downtown
3.5 star property
Fort Myers
The price is HK$1,370
HK$2,750 total
includes taxes & fees
18 May - 19 May
Bright & Cozy Townhome · Pool & Near Downtown

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (90 reviews)
"Everything was great "
United States
kirt v.
The price is HK$1,439
HK$3,187 total
includes taxes & fees
6 Jun - 7 Jun
Best views of the beach from your balcony Unit 301
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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