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

Property grounds

Aparthotel in South Village

Tropical Beach Resorts
3.5 star property
9.4 out of 10, Exceptional, (5,270 reviews)
"Wonderful stay!"
United States
Victoria
The price is HK$1,548
HK$1,953 total
includes taxes & fees
30 Jan - 31 Jan
Tropical Beach Resorts
Beach/ocean view

Aparthotel in Fort Myers Beach

Edison Beach House
3.5 star property
9.4 out of 10, Exceptional, (1,636 reviews)
"Staff is very friendly & accommodating. Location is great. Close to bars, restaurants, shopping and right on the beach. "
United States
Ellen
Edison Beach House
Exterior

Apartment in Bradenton Beach

Pelican Post at Anna Maria Island Inn
3.5 star property
9.2 out of 10, Wonderful, (354 reviews)
"Great place…"
United States
Debra
The price is HK$4,301
HK$5,443 total
includes taxes & fees
13 Feb - 14 Feb
Pelican Post at Anna Maria Island Inn
Front of property – evening/night

Condo in South Village

Captiva Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (1,192 reviews)
"Excellent place and location, "
United States
Richard
The price is HK$1,700
HK$2,053 total
includes taxes & fees
1 Feb - 2 Feb
Captiva Beach Resort
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, (1,086 reviews)
"The room was spotless and the staff is great. Love the amenities and view."
United States
cindy
The price is HK$1,737
HK$1,946 total
includes taxes & fees
1 Feb - 2 Feb
The Suites at Fishermen’s Village- 2 Bedroom Suites
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$2,272
HK$2,567 total
includes taxes & fees
16 Feb - 17 Feb
Kon Tiki Inn
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$2,294
HK$5,352 total
includes taxes & fees
30 Jan - 31 Jan
GullWing Beach Resort
Property entrance

Aparthotel in Naples

Wiggins Pass Chalet
4.0 star property
9.6 out of 10, Exceptional, (252 reviews)
"Rooms were clean and staff was very friendly and accommodating. "
United States
Gregory Dewayne
Wiggins Pass Chalet
2 restaurants, lunch, dinner served; seafood

Aparthotel in Bridge Street

Bridgewalk Resort
3.5 star property
9.4 out of 10, Exceptional, (778 reviews)
"Staff was great, room very nice"
United States
LeeAnn
The price is HK$2,007
HK$2,268 total
includes taxes & fees
1 Feb - 2 Feb
Bridgewalk Resort
Beach nearby, white sand, sun-loungers, beach towels

Apartment in Holmes Beach

Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (421 reviews)
"Location was perfect and room did the job nicely for our stay."
United States
Marcellena
The price is HK$2,384
HK$3,017 total
includes taxes & fees
16 Feb - 17 Feb
Haley's at The Anna Maria Island Inn
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$2,800
HK$3,122 total
includes taxes & fees
1 Feb - 2 Feb
Island Inn
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, (2,243 reviews)
"Very clean, and staff was extremely nice. "
United States
Maribeth
The price is HK$1,573
HK$1,778 total
includes taxes & fees
1 Feb - 2 Feb
Hibiscus Suites - Gateway to Siesta Key
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$922
HK$1,613 total
includes taxes & fees
9 Feb - 10 Feb
Matlacha Tiny Village
Premium bedding, pillow-top beds, individually decorated

Condo in Casey Key

A Beach Retreat
2.5 star property
9.2 out of 10, Wonderful, (591 reviews)
"The location is ideal, rooms are nice and the owners are extremely accommodating. "
United States
Catherine
A Beach Retreat
Beach nearby, white sand, beach umbrellas, beach towels

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
The price is HK$2,648
HK$3,425 total
includes taxes & fees
30 Jan - 31 Jan
The Inn On Siesta Key
Exterior

Condo resort in Mid Island

Sundial Beach Resort & Spa
5.0 star property
8.6 out of 10, Excellent, (2,594 reviews)
"Room was clean and was cleaned in the middle of our stay and staff was great."
United States
Glen
The price is HK$3,347
HK$4,158 total
includes taxes & fees
1 Feb - 2 Feb
Sundial Beach Resort & Spa
Living area

Mobile Home in Sarasota

Tiny House Siesta
2.0 star property
8.4 out of 10, Very good, (349 reviews)
"Clean room, easy check in, beach nearby 15 minute walk, Florida Fun Rides scooter rental place nearby"
United States
Justice
The price is HK$772
HK$1,820 total
includes taxes & fees
4 Feb - 5 Feb
Tiny House Siesta
Lobby

Condo resort in Old Naples

Bellasera Resort
4.0 star property
9.6 out of 10, Exceptional, (2,237 reviews)
"We love everything about this property and stay here whenever we're in Naples."
United States
Sarah
The price is HK$3,271
HK$3,978 total
includes taxes & fees
1 Feb - 2 Feb
Bellasera Resort
Laptop workspace, blackout curtains, free WiFi, bed sheets

Aparthotel in Fort Myers

StudioRes Fort Myers Airport
3.0 star property
9.2 out of 10, Wonderful, (26 reviews)
"Loved stay here!!! "
United States
Melissa
The price is HK$1,121
HK$1,249 total
includes taxes & fees
16 Feb - 17 Feb
StudioRes Fort Myers Airport
Desk, laptop workspace, free WiFi, bed sheets

Aparthotel in Fort Myers Beach

Lazy Cuckoo Inn
2.0 star property
8.8 out of 10, Excellent, (240 reviews)
"Very nice. Great for a short or longer term stay."
United States
Finley
The price is HK$703
HK$1,037 total
includes taxes & fees
30 Jan - 31 Jan
Lazy Cuckoo Inn
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

Find out more about Southwest Florida

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