A crowded beach with people sunbathing and swimming.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southwest Florida vacation homes

A modern kitchen with white cabinets, a microwave, and a sink. There are plants and a door with a 'No Vaping' sign.

1. Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry

Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry
Lehigh Acres
9.8 out of 10, Exceptional, (14 reviews)
"Very quiet and clean would definitely stay again. "
United States
Aaron R.
The price is ￥12,270
￥22,967 total
includes taxes & fees
Oct 14 - Oct 15
Modern & Private Apartment with Kitchen in Lehigh Acres – Independent Entry
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

2. 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 ￥17,957
￥63,586 total
includes taxes & fees
Sep 25 - Sep 26
Noel Real Estate
A modern living room with a large TV, a fireplace, and a view of the beach.

3. Fort Myers Coastal Retreat Hot Tub Yard Games

Fort Myers Coastal Retreat Hot Tub Yard Games
2.0 star property
San Carlos Park
The price is ￥20,535
￥75,613 total
includes taxes & fees
Sep 24 - Sep 25
Fort Myers Coastal Retreat Hot Tub Yard Games
A beach with clear skies, calm waters, and a few people.

4. Epic Arcades Heated Pool Home by Beach & Mercato

Epic Arcades Heated Pool Home by Beach & Mercato
Naples Park
10.0 out of 10, Exceptional, (114 reviews)
"GREAT location. Close to shopping, dining and the beach. Cute/clean house! Nice pool area. Would not hesitate in staying here again!"
United States
Tony A.
The price is ￥22,410
￥71,395 total
includes taxes & fees
Sep 24 - Sep 25
Epic Arcades Heated Pool Home by Beach & Mercato
A covered outdoor area with a pool, lounge chairs, and a table with chairs.

5. The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins

The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
Naples Park
10.0 out of 10, Exceptional, (118 reviews)
"Was the perfect place for our family. The kids loved the pool and the house is in a great location. "
United States
Sarah S.
The price is ￥25,979
￥73,828 total
includes taxes & fees
Sep 27 - Sep 28
The Sonset Updates Throughout Private pool near Vanderbilt Beach &Delnor Wiggins
An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

6. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches

Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
East Naples
9.2 out of 10, Wonderful, (55 reviews)
"Very cozy house Spent a great time Lovely place"
United States
eric d.
The price is ￥25,170
￥31,242 total
includes taxes & fees
Sep 28 - Sep 29
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
A modern kitchen with black cabinets, a stainless steel refrigerator, and a large island.

7. Experience your Dream Vacation Home

Experience your Dream Vacation Home
Ave Maria
10.0 out of 10, Exceptional, (21 reviews)
"This property is in a great neighborhood, peaceful, extremely convenient to Ave Maria University. Check-in and check-out instructions were very simple and easy to follow. We had everything we needed for our stay and felt very comfortable in this spacious home. Definitely hope to stay here again!"
United States
Jennifer M.
The price is ￥26,758
￥79,491 total
includes taxes & fees
Sep 29 - Sep 30
Experience your Dream Vacation Home
A swimming pool with a covered area, surrounded by palm trees and a herringbone-patterned patio.

8. Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.

Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
Caloosahatchee
9.6 out of 10, Exceptional, (122 reviews)
"Close to restaurants and the beach. Nice house overall."
United States
Paul L.
The price is ￥24,262
￥68,806 total
includes taxes & fees
Sep 24 - Sep 25
Enjoy a 3-bedroom vacation home in Yacht Club - Special January & February.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

9. Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.4 out of 10, Exceptional, (81 reviews)
"The property was clean and had great decor! They provide everything you need for the beach and the pool is a great added bonus. Perfect location with being so close the restaurants and the beach. We are already planning our next stay!"
United States
Meghan
The price is ￥15,907
￥50,871 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Island Rentals
A spacious living room with a fireplace, a large TV mounted on a stone wall, a modern chandelier, and a kitchen area with a marble countertop.

10. Beach Bliss~Walk to Beach & Times Square~Private Pool

Beach Bliss~Walk to Beach & Times Square~Private Pool
Fort Myers Beach
9.8 out of 10, Exceptional, (21 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is ￥27,372
￥73,151 total
includes taxes & fees
Sep 24 - Sep 25
Beach Bliss~Walk to Beach & Times Square~Private Pool
A living room with a wicker sofa, a ceiling fan, a bookshelf, and a large window with curtains.

11. Stunning Beach Cottage with private pool! 2 miles to Beach!

Stunning Beach Cottage with private pool! 2 miles to Beach!
Bonita Springs
10.0 out of 10, Exceptional, (240 reviews)
"Great relaxing, easy stay. Thank you so much for providing such a nice, clean, comfortable home away from home!"
United States
Courtney E.
The price is ￥34,923
￥75,355 total
includes taxes & fees
Oct 5 - Oct 6
Stunning Beach Cottage with private pool! 2 miles to Beach!
A beach with a row of tall buildings in the background, a clear sky, and a flag on a flagpole.

12. 4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving

4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving
Naples Park
9.8 out of 10, Exceptional, (69 reviews)
"We had a great stay. The host was very quick to respond to all our questions and requests."
United States
Nancy
The price is ￥31,855
￥78,935 total
includes taxes & fees
Oct 6 - Oct 7
4-bedrooms/3 baths with pool, just 3 minutes to Vanderbilt Beach driving
A patio with four chairs and a small table, a window with blinds, and a garden with various plants.

13. Coastal Naples Park Getaway - Garden Grill Beach Nearby

Coastal Naples Park Getaway - Garden Grill Beach Nearby
2.0 star property
Naples Park
The price is ￥45,617
￥131,542 total
includes taxes & fees
Sep 24 - Sep 25
Coastal Naples Park Getaway - Garden Grill Beach Nearby
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

14. LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
9.6 out of 10, Exceptional, (44 reviews)
"Superb value, quiet area, responsive owner, very nicely appointed; will definitely book again for next visit to Anna Maria Island!"
United States
Bryce W.
The price is ￥12,663
￥74,270 total
includes taxes & fees
Sep 24 - Sep 25
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

15. "The Coastal Dream" only 3miles to the beach.

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (24 reviews)
"Nice home, worked well for our short golf getaway."
United States
John B.
The price is ￥15,731
￥48,923 total
includes taxes & fees
Sep 28 - Sep 29
"The Coastal Dream" only 3miles to the beach.
A beach with a single seashell in the foreground and two people in the background.

16. coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!

coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
West End
9.2 out of 10, Wonderful, (44 reviews)
"This was my second stay . It’s so amazing and the location is perfect !!!! We will be back !"
United States
EMILY B.
The price is ￥26,743
￥72,997 total
includes taxes & fees
Oct 6 - Oct 7
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
A spacious living room with a beige sofa, a glass coffee table, and a ceiling fan.

17. Completely remodeled beautiful waterfront property on canal with dock

Completely remodeled beautiful waterfront property on canal with dock
Port Charlotte
9.6 out of 10, Exceptional, (73 reviews)
"The house was very clean and perfect for our stay. The canal where we could keep the boat in the water was great, close to boat ramps too. There are things there you may would forget to bring, it was cool, well decorated and felt like a home. Jim was very responsive and helpful. 5 star all the way!We look forward to staying here again in the future."
United States
sherron c.
The price is ￥10,618
￥37,850 total
includes taxes & fees
Sep 28 - Sep 29
Completely remodeled beautiful waterfront property on canal with dock
A modern kitchen with white cabinets, a marble island, pendant lighting, and a dining area with a sofa and table.

18. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing

WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful stay!"
United States
Terrica R.
The price is ￥13,875
￥51,721 total
includes taxes & fees
Sep 24 - Sep 25
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
A balcony with two blue chairs and a small table, overlooking a lake with trees and a sunset.

19. Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
10.0 out of 10, Exceptional, (34 reviews)
"Great location! I loved the sunsets on the back patio!"
United States
Megan R.
The price is ￥15,715
￥49,927 total
includes taxes & fees
Sep 27 - Sep 28
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
A sandy pathway leading to a beach, flanked by green foliage and rope barriers.

20. Modern Coastal Charm • Near AMI Beach-IMG Academy

Modern Coastal Charm • Near AMI Beach-IMG Academy
Bradenton
10.0 out of 10, Exceptional, (41 reviews)
"Very cute 2 bedroom place with parking, Wi-fi, private fenced outdoor space. Safe location convenient drive to the beach. Would stay there again."
United States
Dawn Z.
The price is ￥17,933
￥46,315 total
includes taxes & fees
Sep 26 - Sep 27
Modern Coastal Charm • Near AMI Beach-IMG Academy
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

The Perry Hotel Naples

The Perry Hotel Naples

10/10 Excellent
"Great all around!"
Johanna 2-night trip
Posted 4 hours ago
The Perry Hotel Naples

Find out more about Southwest Florida

Southwest Florida Vacation Homes information

Number of reviews
915
Accommodation
1115 Vacation Homes
Lowest Price
￥22,967
Highest Price
￥131,542

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