Southwest Florida Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Southwest Florida holiday rentals

Balcony view

Condo resort in Punta Gorda Isles

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
9.8 out of 10, Exceptional, (1,084 reviews)
"Very nice and relaxing place, staff, very clean room, several amenities, I recommend it."
United States
CARLOS
The price is HK$1,736
HK$1,945 total
includes taxes & fees
1 Feb - 2 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites
Exterior

Villa in Matlacha

Matlacha Tiny Village
3.0 star property
8.8 out of 10, Excellent, (274 reviews)
"The property was super cute and clean! It also had just about anything you could need!"
United States
Wyatt
The price is HK$921
HK$1,612 total
includes taxes & fees
27 Jan - 28 Jan
Matlacha Tiny Village
Beach/ocean view

Aparthotel in Fort Myers Beach

Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1,631 reviews)
"Loved everything about this place. "
United States
Jill
Edison Beach House
Property grounds

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,261 reviews)
"Wonderful stay!"
United States
Victoria
The price is HK$1,298
HK$1,670 total
includes taxes & fees
29 Jan - 30 Jan
Tropical Beach Resorts
Terrace/patio

Aparthotel in Venice Island

Kon Tiki Inn
2.5 star property
10.0 out of 10, Exceptional, (253 reviews)
"Great place! "
United States
Michelle
The price is HK$1,550
HK$1,752 total
includes taxes & fees
29 Jan - 30 Jan
Kon Tiki Inn
Exterior

Apartment in Bradenton Beach

Pelican Post at Anna Maria Island Inn
3.5 star property
9.2 out of 10, Wonderful, (352 reviews)
"Great place…"
United States
Debra
The price is HK$4,251
HK$5,379 total
includes taxes & fees
13 Feb - 14 Feb
Pelican Post at Anna Maria Island Inn
Exterior

Condo resort in Mid Island

Sundial Beach Resort & Spa
5.0 star property
8.6 out of 10, Excellent, (2,593 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is HK$3,345
HK$4,156 total
includes taxes & fees
1 Feb - 2 Feb
Sundial Beach Resort & Spa
Property amenity

Aparthotel in West End

Island Inn
3.5 star property
9.4 out of 10, Exceptional, (1,127 reviews)
"Everything was wonderful."
United States
Walter
The price is HK$2,175
HK$2,426 total
includes taxes & fees
27 Jan - 28 Jan
Island Inn
Premium bedding, pillow-top beds, individually decorated

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (587 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, pool loungers

Aparthotel in Sarasota

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, (2,241 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is HK$1,573
HK$1,777 total
includes taxes & fees
1 Feb - 2 Feb
Hibiscus Suites - Gateway to Siesta Key
1 bedroom, Internet

Holiday Home in Fort Myers River District

Hibiscus House Bed Breakfast Inn Parrot Room
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Easy check in, clean room and very close to many restaurants and bars"
United States
david
The price is HK$1,099
HK$1,671 total
includes taxes & fees
28 Jan - 29 Jan
Hibiscus House Bed Breakfast Inn Parrot Room
Property grounds

Aparthotel in South Village

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, (308 reviews)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
The price is HK$2,799
HK$3,559 total
includes taxes & fees
28 Jan - 29 Jan
The Residences at Siesta Key Beach by Hyatt Vacation Club
Private kitchen

Holiday Home in Siesta Key

Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (58 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is HK$1,226
HK$2,776 total
includes taxes & fees
27 Jan - 28 Jan
Siesta Key Island Rentals
On the beach, white sand

Aparthotel in South Island

GullWing Beach Resort
3.5 star property
9.4 out of 10, Exceptional, (932 reviews)
"The view of the beach was spectacular. "
United States
Carol
The price is HK$1,824
HK$4,827 total
includes taxes & fees
29 Jan - 30 Jan
GullWing Beach Resort
Balcony view

Aparthotel in Fort Myers Beach

Lovers Key Resort
3.0 star property
8.8 out of 10, Excellent, (1,025 reviews)
"Wonderful place to relax and a good spot for exploring the coastal area. "
United States
Gerald L.
Lovers Key Resort
Front of property – evening/night

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,191 reviews)
"Excellent place and location, "
United States
Richard
The price is HK$1,825
HK$2,195 total
includes taxes & fees
27 Jan - 28 Jan
Captiva Beach Resort
Interior

Cottage in Caloosahatchee

Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral
3.0 star property
The price is HK$1,809
HK$3,827 total
includes taxes & fees
15 Feb - 16 Feb
Bike to Dtwn: Home w/ Hot Tub & BBQ in Cape Coral
Front of property

Apartment in Arlington Park

Artsy Getaway With Vibrant Design Flair
3.5 star property
The price is HK$846
HK$2,534 total
includes taxes & fees
2 Feb - 3 Feb
Artsy Getaway With Vibrant Design Flair
Terrace/patio

Holiday Home in Bradenton

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
9.4 out of 10, Exceptional, (67 reviews)
"Great place to stay!"
United States
Wendi B.
The price is HK$959
HK$1,522 total
includes taxes & fees
27 Jan - 28 Jan
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
2 restaurants, lunch, dinner served; seafood

Aparthotel in Bridge Street

Bridgewalk Resort
3.5 star property
9.4 out of 10, Exceptional, (777 reviews)
"Staff was great, room very nice"
United States
LeeAnn
The price is HK$2,370
HK$2,678 total
includes taxes & fees
27 Jan - 28 Jan
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 Florida Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"Nice clean . When our flight was canceled, they offered us extended stay at a discount. Everybody was nice. My only complaint is they closed the pool too soon!"
Shawn 2-night trip
Posted 16 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Find out more about Southwest Florida

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