Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find holiday rentals that suit your style
Aparthotels
Cabins
Our top choices for Southwest Florida holiday homes
1. Noel Real Estate
Noel Real EstateEast 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. "
Lauren
The price is AU$571
includes taxes & fees
5 Dec - 6 Dec
3. Driftwood Inn
Driftwood InnMid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
Terri
The price is AU$653
includes taxes & fees
8 Nov - 9 Nov
4. Old Floridian cottage in Historic Gulf Village
Old Floridian cottage in Historic Gulf VillageOlde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
"Very good, great location 👍👍"
James M.
The price is AU$384
includes taxes & fees
1 Dec - 2 Dec
5. Completely remodeled beautiful waterfront property on canal with dock
Completely remodeled beautiful waterfront property on canal with dockPort Charlotte
9.6 out of 10, Exceptional, (74 reviews)
"Beautiful place to stay, great location.The decor and style of this home is absolutely gorgeous. Communication was top-notch. Would absolutely stay here again."
Gale F.
The price is AU$353
includes taxes & fees
11 Nov - 12 Nov
6. Dreams Away - Sleeps 10 Pool Golf Fun
Dreams Away - Sleeps 10 Pool Golf FunOakland Hills
The price is AU$522
includes taxes & fees
9 Nov - 10 Nov
7. BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for pet
BEACHSIDE COZY GETAWAY! Walk/Bike to Beach,Dining,Bars,Small fenced yard for petNaples Park
8.8 out of 10, Excellent, (36 reviews)
"Perfect location for a person traveling for work . Hospital , Beach and Mercato all under a mile away . Got to enjoy Beautiful sunsets and take a few bicycles rides when not working . Bed was comfortable and having a washer dryer was helpful . Would stay again"
Anonymous traveller
The price is AU$457
includes taxes & fees
15 Nov - 16 Nov
8. 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 !"
EMILY B.
The price is AU$634
includes taxes & fees
10 Nov - 11 Nov
9. The Dolphin
The DolphinNokomis
9.8 out of 10, Exceptional, (21 reviews)
"The cottage was comfortable and the pool was relaxing. "
daniel
The price is AU$330
includes taxes & fees
17 Nov - 18 Nov
10. The Hideaways at Point Pleasant (Palm Side)
The Hideaways at Point Pleasant (Palm Side)Bradenton
10.0 out of 10, Exceptional, (177 reviews)
"Great downtown location! We enjoyed our stay!"
Diane M.
The price is AU$395
includes taxes & fees
22 Nov - 23 Nov
11. Lakeview Bradenton Rental Near Beaches & IMG
Lakeview Bradenton Rental Near Beaches & IMGSouth Bradenton
9.8 out of 10, Exceptional, (6 reviews)
"Very clean and comfortable. "
Dee F.
The price is AU$320
includes taxes & fees
1 Dec - 2 Dec
12. Nautical Nook
Nautical NookEnglewood
9.8 out of 10, Exceptional, (16 reviews)
"It was super clean and the host was great"
Dolores
The price is AU$351
includes taxes & fees
13 Nov - 14 Nov
13. The Hideaways at Point Pleasant (Pine Side)
The Hideaways at Point Pleasant (Pine Side)Bradenton
9.8 out of 10, Exceptional, (182 reviews)
"Great location and wonderful place to stay."
Theresa H.
The price is AU$395
includes taxes & fees
22 Nov - 23 Nov
14. Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful Beaches
Lakeview Suite with Pool — Minutes to Downtown Naples & Beautiful BeachesEast Naples
9.2 out of 10, Wonderful, (56 reviews)
"We had a great visit. Quiet and well kept."
Andrew F.
The price is AU$467
includes taxes & fees
22 Nov - 23 Nov
15. Mimosa Memories
Mimosa MemoriesSouth Venice
9.6 out of 10, Exceptional, (41 reviews)
"Clean"
Hector G.
The price is AU$414
includes taxes & fees
5 Nov - 6 Nov
16. Path to Paradise.
Path to Paradise.Olde Englewood Village
9.6 out of 10, Exceptional, (8 reviews)
"Great little spot!"
Matthew
The price is AU$415
includes taxes & fees
5 Nov - 6 Nov
17. 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 accessSunny 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!"
Bryce W.
The price is AU$666
includes taxes & fees
5 Nov - 6 Nov
18. 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!River District
10.0 out of 10, Exceptional, (84 reviews)
"Lovely cottage!"
Steve M.
The price is AU$471
includes taxes & fees
9 Nov - 10 Nov
19. Anna Maria Beach Condo 1/1
Anna Maria Beach Condo 1/1Bradenton Beach
9.8 out of 10, Exceptional, (239 reviews)
"Great place to stay!"
Donna B.
The price is AU$526
includes taxes & fees
10 Nov - 11 Nov
20. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.Southgate
10.0 out of 10, Exceptional, (84 reviews)
"The place was super cute, clean, quiet, cozy, and in a great location. The host was very communicative and sweet. Definitely a great stay, 10/10 recommend!"
Sierra B.
The price is AU$388
includes taxes & fees
5 Nov - 6 Nov
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.
Learn more about Southwest Florida
Amazing beaches, golf courses and popular sights from Key West Express to Siesta Key Beach—explore Southwest Florida, a destination also known for its island views.
