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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
9 Nov - 10 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)

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)

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
5 Nov - 6 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 528
AED 1,441 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)
The price is AED 413
AED 1,264 total
includes taxes & fees
5 Nov - 6 Nov

11. Nautical Nook
Nautical NookEnglewood
9.8 out of 10, Exceptional, (16 reviews)
The price is AED 384
AED 900 total
includes taxes & fees
7 Nov - 8 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 1,604 total
includes taxes & fees
8 Nov - 9 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
7 Nov - 8 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 459
AED 1,102 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
5 Nov - 6 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)

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 471
AED 1,267 total
includes taxes & fees
5 Nov - 6 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 404
AED 1,615 total
includes taxes & fees
5 Nov - 6 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 264
AED 759 total
includes taxes & fees
9 Nov - 10 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
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 Gasparilla Island
Pristine beaches and the historic Port Boca Grande Lighthouse beckon visitors to this Gulf Coast gem. Rent a bike to explore charming Boca Grande, or cast a line for tarpon in the island's world-renowned fishing spots.

Photo by Dan Rose
Open Photo by Dan Rose
































































































































