Holiday Homes in Southwest Florida
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Our top choices for Southwest Florida holiday homes

8.6 out of 10, Excellent, (38)
The price is NZ$703
includes taxes & fees
4 Jan - 5 Jan 2026

Hibiscus House Bed Breakfast Citrus Room
Hibiscus House Bed Breakfast Citrus RoomFort Myers River District
10.0 out of 10, Exceptional, (1)
The price is NZ$404
includes taxes & fees
3 Jan - 4 Jan 2026

Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.
Modern boho 2bed 2bath home, 8 mins to downtown cape and near beach.Pelican
9.4 out of 10, Exceptional, (38)
The price is NZ$519
includes taxes & fees
4 Jan - 5 Jan 2026

Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!
Quiet Naples Home: Walking Distance to Downtown. Pet Friendly!East Naples
9.4 out of 10, Exceptional, (17)
The price is NZ$585
includes taxes & fees
12 Jan - 13 Jan 2026

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ QuietBradenton
9.4 out of 10, Exceptional, (67)
The price is NZ$269
includes taxes & fees
5 Jan - 6 Jan 2026
The price is NZ$465
includes taxes & fees
7 Jan - 8 Jan 2026

Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape CoralCaloosahatchee
10.0 out of 10, Exceptional, (18)
The price is NZ$539
includes taxes & fees
6 Jan - 7 Jan 2026

Beautiful Blue Beach House Kids & Pets OK! MARCH 2026 SPECIALS!
Beautiful Blue Beach House Kids & Pets OK! MARCH 2026 SPECIALS!Bradenton
10.0 out of 10, Exceptional, (33)
The price is NZ$1,029
includes taxes & fees
5 Jan - 6 Jan 2026
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

DiamondHead Beach Resort
10/10 Excellent
Find out more about Southwest Florida
Southwest Florida Holiday Homes information
Number of reviews | 756 |
|---|---|
Accommodation | 1095 Holiday Homes |
Lowest Price | NZ$269 |
Highest Price | NZ$1,029 |
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- Delnor-Wiggins Pass State Park
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- Tiburon Golf Club
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