
Search Vacation Homes in Gasparilla Island
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Gasparilla Island vacation homes

1. North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + Club
North Captiva Steps to Gulf Beaches Last Minute Offers Beach + Golf Cart + ClubNorth Captiva Island
10.0 out of 10, Exceptional, (37 reviews)

2. Dreams Away - Sleeps 10 Pool Golf Fun
Dreams Away - Sleeps 10 Pool Golf FunOakland Hills
The price is AED 345
AED 1,335 total
includes taxes & fees
4 Nov - 5 Nov

3. Casa Florida 🌴 waterfront home with boat ramp
Casa Florida 🌴 waterfront home with boat rampBokeelia
9.4 out of 10, Exceptional, (11 reviews)

4. Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beaches
Water Front Sunny Relaxing Vacation Home 3bds, 2 bath, close to gulf beachesOakland Hills
10.0 out of 10, Exceptional, (36 reviews)
The price is AED 426
AED 1,238 total
includes taxes & fees
16 Nov - 17 Nov

5. WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, Beaches
WaterView 176B Sunny Vacation home 3 bdr, 2 ba Close to Gulf, BeachesOakland Hills
10.0 out of 10, Exceptional, (29 reviews)
The price is AED 393
AED 1,197 total
includes taxes & fees
16 Nov - 17 Nov

6. Charming 2-bedroom house in Englewood with WiFi and AC
Charming 2-bedroom house in Englewood with WiFi and ACEnglewood South
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 294
AED 882 total
includes taxes & fees
7 Nov - 8 Nov

7. NEW!! The “WATERSIDE” COTTAGE~With dockage
NEW!! The “WATERSIDE” COTTAGE~With dockageBokeelia
10.0 out of 10, Exceptional, (52 reviews)
The price is AED 918
AED 1,642 total
includes taxes & fees
4 Nov - 5 Nov

8. Old Floridian cottage in Historic Gulf Village
Old Floridian cottage in Historic Gulf VillageOlde Englewood Village
9.8 out of 10, Exceptional, (61 reviews)
The price is AED 441
AED 976 total
includes taxes & fees
1 Dec - 2 Dec

9. 3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishing
3BR Coastal retreat in peaceful Bokeelia with pool, bikes, ping pong and fishingBokeelia
10.0 out of 10, Exceptional, (11 reviews)
The price is AED 534
AED 1,448 total
includes taxes & fees
15 Nov - 16 Nov

10. WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishing
WaterFront Boundary vacation! Close to beaches 3bdr2bath,golfing fishingOakland Hills
10.0 out of 10, Exceptional, (19 reviews)

11. Nautical Nook
Nautical NookEnglewood
9.8 out of 10, Exceptional, (16 reviews)
The price is AED 384
AED 900 total
includes taxes & fees
4 Nov - 5 Nov

12. Rotonda Retreat with Heated Pool, Golf, Beaches!
Rotonda Retreat with Heated Pool, Golf, Beaches!Oakland Hills
9.0 out of 10, Wonderful, (22 reviews)
The price is AED 367
AED 1,549 total
includes taxes & fees
16 Nov - 17 Nov

13. Beach town modern cottage 3Bed/2Bath house
Beach town modern cottage 3Bed/2Bath houseEnglewood East
10.0 out of 10, Exceptional, (5 reviews)
The price is AED 224
AED 1,061 total
includes taxes & fees
8 Nov - 9 Nov

14. 2-bedroom pool house with golf cart in Englewood, close to the beaches!
2-bedroom pool house with golf cart in Englewood, close to the beaches!Grove City
10.0 out of 10, Exceptional, (10 reviews)
The price is AED 466
AED 1,110 total
includes taxes & fees
16 Nov - 17 Nov

15. Golf & Beach Retreat Firepit BBQ Near Boca Grande
Golf & Beach Retreat Firepit BBQ Near Boca GrandeOakland Hills
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 496
AED 1,635 total
includes taxes & fees
16 Nov - 17 Nov

16. Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfing
Family Villa King Bed Master suite 3 bed. + 2 baths + beach & fishing & golfingOakland Hills
10.0 out of 10, Exceptional, (14 reviews)
The price is AED 562
AED 1,376 total
includes taxes & fees
4 Nov - 5 Nov

17. Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guests
Modern Retreat, 3Bedroom King bed + Master Bath near ocean, 6 guestsOakland Hills
9.8 out of 10, Exceptional, (28 reviews)
The price is AED 496
AED 1,343 total
includes taxes & fees
4 Nov - 5 Nov

18. HEATED POOL NR.BEACH-MASS. CHAIR-BBQ-LANAI-BICYCLES-TENNIS-GOLF-BLISSFUL RETREAT
HEATED POOL NR.BEACH-MASS. CHAIR-BBQ-LANAI-BICYCLES-TENNIS-GOLF-BLISSFUL RETREATRotonda Heights
9.6 out of 10, Exceptional, (14 reviews)
The price is AED 441
AED 1,656 total
includes taxes & fees
16 Nov - 17 Nov

19. Newly renovated cozy 2 Bedroom.
Newly renovated cozy 2 Bedroom.Englewood East
9.0 out of 10, Wonderful, (8 reviews)
The price is AED 281
AED 778 total
includes taxes & fees
16 Nov - 17 Nov

20. Chic 3BR, 2BA – Brand New!
Chic 3BR, 2BA – Brand New!Englewood East
The price is AED 247
AED 1,243 total
includes taxes & fees
4 Nov - 5 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.
Find vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Gasparilla Island Hotel Reviews

Wyvern Hotel, an Ascend Collection Hotel
10/10 Excellent
Explore a world of travel with Expedia
- La Quinta Inn & Suites Hotels in Bokeelia
- Resorts in Tropical Gulf Acres
- 4 Star Hotels in Englewood
- Apartments in Captiva
- Rv Parks in El Jobean
- 5 Star Hotels in Rotonda West
- 5 Star Hotels in Captiva
- 4 Star Hotels in Rotonda West
- Romantic Hotels in Placida
- 5 Star Hotels in Matlacha
- Best Western Hotels in Punta Gorda
- Resorts & Hotels with Spas in Rotonda West
- Rv Parks in Murdock
- Best Western Hotels in Placida
- Hilton Hotels in Rotonda West
- 5 Star Hotels in Cape Haze
- Motels in Port Charlotte
- Vacation Homes in Tropical Gulf Acres
- Shopping Hotels in Punta Gorda
- Villas in Port Charlotte
- Hilton Hotels in Captiva
- Cottages in Boca Grande
- Hotel Wedding Venues Hotels in Matlacha
- 5 Star Hotels in Gasparilla Island
- Houseboats in Placida
- Hotels with a Pool in Manasota Key
- Motels in Englewood
- 2 Star Hotels in Boca Grande
- Wyndham Hotels in Matlacha
- Hotels with Free Parking in Matlacha
- Beach Hotels in Captiva
- Condo Resorts in Murdock
- Condo Rentals in Punta Gorda
- Hilton Hotels in Boca Grande
- 4 Star Hotels in Boca Grande
- Hilton Hotels in Englewood
- Condo Rentals in Port Charlotte
- Wyndham Hotels in Rotonda West
- Hostels in Matlacha
- Romantic Hotels in Gasparilla Island
- Equity Lifestyle Hotels in Rotonda West
- 2 Star Hotels in Manasota Key
- Houseboats in Bokeelia
- Premier Inn Hotels in Placida
- Best Western Hotels in Matlacha
- Beach Hotels in Punta Gorda
- Apartments in Manasota Key
- 4 Star Hotels in Punta Gorda
- 4 Star Hotels in Gasparilla Island
- Independent Hotels in Cape Haze
- Marriott Hotels & Resorts in Punta Gorda
- Cottages in Englewood
- B&B in Englewood
- Hotels with Hot Tubs in Englewood
- 3 Star Hotels in Captiva
- Hotels near North Charlotte Regional Park
- Pet-Friendly Hotels in Gasparilla Island
- Motel 6 Hotels in Cayo Costa State Park
- Punta Gorda Hotels
- Resorts & Hotels with Spas in Gasparilla Island
- Condo Rentals in Matlacha
- Beach Hotels in Englewood
- Villas in Englewood
- Motels in El Jobean
- Hotels with Bars in Matlacha
- Hotels with a Pool in Placida
- Condo Rentals in Rotonda West
- Equity Lifestyle Hotels in Punta Gorda
- Vacation Homes in Boca Grande
- Cottages in Tropical Gulf Acres
- 5 Star Hotels in Downtown Boca Grande Historic District
- La Quinta Inn & Suites Hotels in Cape Haze
- Vacation Homes in Placida
- Cabin Rentals in Boca Grande
- 4 Star Hotels in Placida
- 2 Star Hotels in Rotonda West
- Best Western Hotels in Manasota Key
- Pet-Friendly Hotels in Englewood
- B&B in Placida
- Condo Rentals in Manasota Key
- Accor Hotels in Punta Gorda
- Cottages in Matlacha
- Apartments in Punta Gorda
- Motel 6 Hotels in Rotonda West
- Historic Hotels in Placida
- 3 Star Hotels in Rotonda West
- Marriott Hotels & Resorts in North Captiva


































































