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Our top choices for Southwest Florida holiday homes
2. Driftwood Inn
Driftwood InnMid Island
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay on sanibel"
Terri
The price is NZ$825
includes taxes & fees
15 Nov - 16 Nov
3. 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 NZ$733
includes taxes & fees
26 Nov - 27 Nov
4. 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 NZ$438
includes taxes & fees
21 Nov - 22 Nov
5. 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 NZ$652
includes taxes & fees
2 Dec - 3 Dec
6. Path to Paradise.
Path to Paradise.Olde Englewood Village
9.6 out of 10, Exceptional, (8 reviews)
"Great little spot!"
Matthew
The price is NZ$480
includes taxes & fees
17 Nov - 18 Nov
7. 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 NZ$512
includes taxes & fees
15 Nov - 16 Nov
8. 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 NZ$416
includes taxes & fees
1 Dec - 2 Dec
9. 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 NZ$439
includes taxes & fees
15 Nov - 16 Nov
10. 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 NZ$513
includes taxes & fees
15 Nov - 16 Nov
11. 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 NZ$581
includes taxes & fees
22 Nov - 23 Nov
12. 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 NZ$398
includes taxes & fees
14 Nov - 15 Nov
13. `The Coastal Dream` only 3miles to the beach.
`The Coastal Dream` only 3miles to the beach.East Naples
9.8 out of 10, Exceptional, (26 reviews)
"Great location, everything was perfect!"
Jesse L.
The price is NZ$541
includes taxes & fees
15 Nov - 16 Nov
14. Romantic studio • Bikes included • Near the beach.
Romantic studio • Bikes included • Near the beach.Bradenton
9.8 out of 10, Exceptional, (28 reviews)
"We enjoyed staying here for our anniversary vacation"
Toby L.
The price is NZ$448
includes taxes & fees
16 Nov - 17 Nov
15. 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, (45 reviews)
"This was my second stay . It’s so amazing and the location is perfect !!!! We will be back !"
EMILY B.
The price is NZ$1,100
includes taxes & fees
22 Nov - 23 Nov
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."
Emma
The price is NZ$496
includes taxes & fees
16 Nov - 17 Nov
17. 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 NZ$524
includes taxes & fees
18 Nov - 19 Nov
18. Heated SALT Pool - 3bd - Sunny
Heated SALT Pool - 3bd - SunnyNorth Port
10.0 out of 10, Exceptional, (33 reviews)
"We loved our stay. We will be back next year.
The place was clean and exceeded our expectations."
KATHERINE
The price is NZ$664
includes taxes & fees
30 Nov - 1 Dec
19. 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, (45 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 NZ$830
includes taxes & fees
14 Nov - 15 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.
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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.
