A crowded beach with people sunbathing and swimming.

Southwest Florida Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Southwest Florida vacation rentals

Laptop workspace, blackout drapes, WiFi (free), bed sheets

1. StudioRes by Marriott Fort Myers Airport

StudioRes by Marriott Fort Myers Airport
3.0 star property
Fort Myers
9.2 out of 10, Wonderful, (108 reviews)
"Great stay."
United States
cynthia
The price is P4,337
P4,836 total
includes taxes & fees
Aug 17 - Aug 18
StudioRes by Marriott Fort Myers Airport
Balcony view

2. 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, (1,296 reviews)
"Really cute and calm beautiful place to stay."
United States
Maria
The price is P11,268
P12,620 total
includes taxes & fees
Aug 12 - Aug 13
The Suites at Fishermen’s Village- 2 Bedroom Suites
Outdoor pool

3. Landing Apartments Fort Myers near Eastwood Village

Landing Apartments Fort Myers near Eastwood Village
3.0 star property
Fort Myers
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay"
United States
Rachel
The price is P4,695
P14,954 total
includes taxes & fees
Aug 25 - Aug 26
Landing Apartments Fort Myers near Eastwood Village
Beach/ocean view

4. Edison Beach House

Edison Beach House
3.5 star property
Fort Myers Beach
9.4 out of 10, Exceptional, (1,862 reviews)
"Lovely stay. Right on a beautiful beach. Located near food, shopping etc. Great place to stay."
United States
Brian
The price is P9,841
P13,343 total
includes taxes & fees
Aug 12 - Aug 13
Edison Beach House
Exterior

5. Sundial Beach Resort & Spa

Sundial Beach Resort & Spa
5.0 star property
Mid Island
8.6 out of 10, Excellent, (2,684 reviews)
"Clean room and beach view"
United States
Carla
The price is P24,238
P30,344 total
includes taxes & fees
Aug 12 - Aug 13
Sundial Beach Resort & Spa
Property amenity

6. Island Inn

Island Inn
3.5 star property
West End
9.4 out of 10, Exceptional, (1,145 reviews)
"Great views, clean room, amazing beach and staff!!! Can't wait to come."
United States
Daniel
The price is P12,089
P13,479 total
includes taxes & fees
Aug 26 - Aug 27
Island Inn
On the beach, white sand

7. GullWing Beach Resort

GullWing Beach Resort
3.5 star property
South Island
9.6 out of 10, Exceptional, (965 reviews)
"We really enjoyed our stay here and plan on staying here again!"
United States
Claudia
The price is P9,771
P32,730 total
includes taxes & fees
Aug 12 - Aug 13
GullWing Beach Resort
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

8. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2,401 reviews)
"We stayed for 2 nights, the location was perfect for our needs! The beds were very comfortable and the kitchen was a added bonus!"
United States
Justine
The price is P8,181
P9,244 total
includes taxes & fees
Aug 12 - Aug 13
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, pool umbrellas, sun loungers

9. Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
9.2 out of 10, Wonderful, (7 reviews)
"The room was very clean and well maintained/new. Staff was friendly and helpful. The air conditioner was great. The room we stayed at had lots of accessories for the beach like chairs and kid’s toys for the beach along with an umbrella. The surroundings are peaceful and beautiful. It was a great experience overall."
United States
Jose Luis Alberti
The price is P8,383
P26,840 total
includes taxes & fees
Aug 12 - Aug 13
Cedar Run Resort - Roam Hospitality
Front of property - evening/night

10. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,296 reviews)
"Very helpful staff and excellent beach!"
United States
Vania
The price is P9,462
P11,722 total
includes taxes & fees
Aug 12 - Aug 13
Captiva Beach Resort
Lobby

11. Bellasera Resort

Bellasera Resort
4.0 star property
Old Naples
9.6 out of 10, Exceptional, (2,318 reviews)
"Hotel was clean and great location"
United States
Rokney
The price is P13,807
P18,023 total
includes taxes & fees
Aug 12 - Aug 13
Bellasera Resort
Private kitchen

12. Noel Real Estate

Noel Real Estate
2.0 star property
East Naples
9.0 out of 10, Wonderful, (4 reviews)
"Property was easy to find and just as described and listed. very home-feeling and comfortable. "
United States
Lauren
The price is P6,960
P24,583 total
includes taxes & fees
Aug 12 - Aug 13
Noel Real Estate
2 restaurants; lunch and dinner served

13. Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (818 reviews)
"loved it here"
United States
Hannah
The price is P17,556
P19,838 total
includes taxes & fees
Sep 8 - Sep 9
Bridgewalk Resort
Private beach nearby, motor boating, fishing

14. MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
Bokeelia
10.0 out of 10, Exceptional, (6 reviews)
"Overall, very friendly Gave me advice about the area Told me what live bands were playing that night Very fun definitely will be back"
United States
Kyle
The price is P11,755
P23,992 total
includes taxes & fees
Aug 12 - Aug 13
MALU LANI Inn & Marina
Beach nearby, white sand, beach towels

15. Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (471 reviews)
"Very clean room and just a short walk to the beach!"
United States
Ivet
The price is P8,262
P10,456 total
includes taxes & fees
Aug 26 - Aug 27
Haley's at The Anna Maria Island Inn
Property grounds

16. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5,749 reviews)
"Great location, very close to the beach, very nice and helpful front desk."
United States
Airida
The price is P8,213
P10,859 total
includes taxes & fees
Aug 19 - Aug 20
Tropical Beach Resorts
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Florida Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Excellent customer service. The most friendly and most accommodating resort! We have been here twice already and will continue to visit! Such a family friendly place to relax. The slushy drinks by the pool were delicious and we all had such a great time!"
Iasmina 2-night trip
Posted 1 hour ago
Compass Hotel by Margaritaville Anna Maria Sound

Find out more about Southwest Florida

Search for holiday rentals in Southwest Florida on Expedia! You can easily find your home rentals, villas, holiday apartments in Southwest Florida using one of the methods below:

  • View our selection of featured holiday rentals in Southwest Florida
  • Use the map to find apartments and other holiday homes in the Southwest Florida neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southwest Florida while they last

Look no further and take a look at our great range of rental properties in Southwest Florida!