A sunset over a beach with a pier and people walking on the sand.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Southwest Coast Florida vacation homes

A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

1. Lakeside Oasis Fort Myers

Lakeside Oasis Fort Myers
2.0 star property
Iona
The price is ￥16,811
￥38,161 total
includes taxes & fees
Oct 17 - Oct 18
Lakeside Oasis Fort Myers
A beach with a single seashell in the foreground and two people in the background.

2. 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 ￥26,913
￥74,094 total
includes taxes & fees
Oct 21 - Oct 22
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a microwave.

3. 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 ￥17,331
￥63,169 total
includes taxes & fees
Oct 19 - Oct 20
Noel Real Estate
An indoor swimming pool with a glass ceiling, a lounge area with chairs and a table, and a view of the outside.

4. 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 ￥17,414
￥35,271 total
includes taxes & fees
Oct 12 - Oct 13
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
A spacious living room with a beige sofa, a glass coffee table, and a ceiling fan.

5. 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, (74 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 ￥9,261
￥36,653 total
includes taxes & fees
Oct 30 - Oct 31
Completely remodeled beautiful waterfront property on canal with dock
An aerial view of a coastal area with several small islands connected by bridges.

6. NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage
Bokeelia
10.0 out of 10, Exceptional, (51 reviews)
"We had a great stay, was exactly as described. The host had great communication and gave great advice for the property and surrounding area."
United States
Jennifer D.
The price is ￥39,578
￥73,794 total
includes taxes & fees
Oct 12 - Oct 13
NEW!! The “WATERSIDE” COTTAGE~With dockage
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.

7. 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, (23 reviews)
"Perfect location, great long weekend with friends."
United States
Jennifer B.
The price is ￥33,562
￥81,115 total
includes taxes & fees
Nov 11 - Nov 12
Beach Bliss~Walk to Beach & Times Square~Private Pool
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a view of a pool through a glass door.

8. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
Oakland Hills
The price is ￥22,781
￥68,693 total
includes taxes & fees
Oct 12 - Oct 13
Dreams Away - Sleeps 10 Pool Golf Fun
A modern kitchen with a bar area, a dining table, and a sofa in a living room.

9. Mimosa Memories

Mimosa Memories
South Venice
9.6 out of 10, Exceptional, (41 reviews)
"Clean"
United States
Hector G.
The price is ￥14,248
￥47,841 total
includes taxes & fees
Oct 13 - Oct 14
Mimosa Memories
A lifeguard tower with a blue umbrella on a sandy beach.

10. Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (15 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is ￥12,942
￥58,310 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
A beachside restaurant with a thatched roof, wooden tables, and chairs, overlooking a sandy beach and the ocean.

11. 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 ￥12,744
￥75,218 total
includes taxes & fees
Oct 15 - Oct 16
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
A wooden beach pavilion with a checkered roof and open sides, overlooking the beach.

12. Anna Maria Beach Condo 1/1

Anna Maria Beach Condo 1/1
Bradenton Beach
9.8 out of 10, Exceptional, (236 reviews)
"Great place to stay!"
United States
Donna B.
The price is ￥28,496
￥64,211 total
includes taxes & fees
Oct 15 - Oct 16
Anna Maria Beach Condo 1/1
A swimming pool with a view of a house and palm trees.

13. RARE Waterfront Western Exposure Vacation Home - Best Sunset Views & FREE WiFi

RARE Waterfront Western Exposure Vacation Home - Best Sunset Views & FREE WiFi
South End
10.0 out of 10, Exceptional, (187 reviews)
"Great location and nice , heated pool."
United States
Peter K.
The price is ￥37,836
￥79,225 total
includes taxes & fees
Oct 18 - Oct 19
RARE Waterfront Western Exposure Vacation Home - Best Sunset Views & FREE WiFi
A modern bedroom with a bed, a bedside table, a round dining table with chairs, and a large window with curtains.

14. [escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (34 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is ￥18,100
￥52,998 total
includes taxes & fees
Oct 18 - Oct 19
[escape to paradise] siesta key beach getaway
A beach with footprints in the sand and a cloudy sky.

15. Nautical Nook

Nautical Nook
Englewood
10.0 out of 10, Exceptional, (14 reviews)
"We loved our stay and it was perfect for our trip to explore the beaches and parks in the area. Clean spacious and had everything we needed. Very nice owners with extra touches of hospitality! Love this gem and will be back!"
United States
Tracie
The price is ￥16,543
￥40,377 total
includes taxes & fees
Oct 12 - Oct 13
Nautical Nook
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

16. Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (29 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
The price is ￥15,147
￥37,333 total
includes taxes & fees
Oct 13 - Oct 14
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A modern outdoor living space with a sofa, a hanging chair, and a coffee table.

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

"The Coastal Dream" only 3miles to the beach.
East Naples
9.8 out of 10, Exceptional, (25 reviews)
"Great location, everything was perfect!"
United States
Jesse L.
The price is ￥14,248
￥48,111 total
includes taxes & fees
Oct 21 - Oct 22
"The Coastal Dream" only 3miles to the beach.
A modern living room with a large TV, a fireplace, and a view of the beach.

18. 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 ￥22,295
￥77,911 total
includes taxes & fees
Oct 12 - Oct 13
Fort Myers Coastal Retreat Hot Tub Yard Games
An aerial view of a coastal resort with beachfront properties, a marina, and a marina with boats.

19. Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!

Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
Manasota Key
9.2 out of 10, Wonderful, (68 reviews)
"Great unit, super close to the beach, we love it!!"
United States
Roberto O.
The price is ￥31,345
￥73,734 total
includes taxes & fees
Oct 18 - Oct 19
Large Beach Side Townhouse Condo with views of Gulf. Steps to the beach!
A wooden deck with blue lounge chairs, orange chairs, and a barbecue area.

20. Dolphin Villa | Pool | Steps to Siesta Key Village

Dolphin Villa | Pool | Steps to Siesta Key Village
Siesta Key Village
9.4 out of 10, Exceptional, (17 reviews)
"The place was clean and location was perfect! 2 blocks to the beach and 2 blocks to the village. It’s really great and helpful that they provided beach wagon, chairs and umbrella. "
United States
Amy
The price is ￥15,475
￥55,478 total
includes taxes & fees
Oct 13 - Oct 14
Dolphin Villa | Pool | Steps to Siesta Key Village
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 Coast Florida Hotel Reviews

Sanibel Island Beach Resort

Sanibel Island Beach Resort

10/10 Excellent
"Highly recommend! Excellent value for the price. Hotel is clean, well maintained and great location!"
Kristen 2-night trip
Posted 5 hours ago
Sanibel Island Beach Resort

Find out more about Southwest Coast Florida

Southwest Coast Florida Vacation Homes information

Number of reviews
828
Accommodation
1123 Vacation Homes
Lowest Price
￥35,271
Highest Price
￥81,115

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