Photo by Brooke Csaky

Romantic Hotels & Resorts in Gasparilla Island

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Check availability on Gasparilla Island Romantic Hotels

Best Gasparilla Island Romantic Hotels

2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4.0 star property
Punta Gorda
9.2 out of 10, Wonderful, (1620)
"Amazing hotel we had the best time!"
United States
Charles
The price is NZ$431
includes taxes & fees
24 Nov - 25 Nov
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Porch
Angler's Inn

Angler's Inn

2.5 star property
Matlacha
9.4 out of 10, Exceptional, (320)
"Cute Inn in Matlacha. Clean rooms, comfy beds, and a great screened in porch for each room. Town still recovering from Ian, but still a great time. "
United States
Crystal
The price is NZ$500
includes taxes & fees
19 Nov - 20 Nov
Angler's Inn
Lobby
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3.0 star property
Captiva
8.6 out of 10, Excellent, (1002)
"Stunning Beach View great Staff "
United States
Robert
The price is NZ$452
includes taxes & fees
20 Nov - 21 Nov
Tween Waters Island Resort & Spa
Property grounds
Old Floridian cottage in Historic Gulf Village

Old Floridian cottage in Historic Gulf Village

Olde Englewood Village
9.8 out of 10, Exceptional, (60)
"Very good, great location 👍👍"
United States
James M.
The price is NZ$440
includes taxes & fees
19 Nov - 20 Nov
Old Floridian cottage in Historic Gulf Village
On the beach
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1

Captiva
7.6 out of 10, Good, (11)
"Loved being right on the beach! Such a great little place!"
United States
Bryant
The price is NZ$894
includes taxes & fees
19 Nov - 20 Nov
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Pool
NEW!! The “WATERSIDE” COTTAGE~With dockage

NEW!! The “WATERSIDE” COTTAGE~With dockage

Bokeelia
10.0 out of 10, Exceptional, (41)
"My wife and I loved our stay at Waterside. The property was clean and well appointed. The area was nice and we loved walking up to the local watering hole for sunset views. I would recommend it highly. "
United States
Ron R.
The price is NZ$689
includes taxes & fees
19 Nov - 20 Nov
NEW!! The “WATERSIDE” COTTAGE~With dockage
On the beach
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7

3.0 star property
Captiva
8.0 out of 10, Very good, (10)
"We loved being able to walk out to the beach without having to drive and the availability of beach chairs and umbrellas to carry with us. We also loved being able to walk to restaurants and the local grocery store nearby. Our room was pretty, comfortable and clean. It was a wonderful vacation! Thank you! "
United States
Barbara
The price is NZ$1,024
includes taxes & fees
19 Nov - 20 Nov
Historic Captiva PO Cottage Garden Suite Steps to Beach Casual Lux Décor - Jensen's "On the Gulf" 7
Dining
Waterfront, 4 Bed, 2 Bath, sleep 8, Gulf access, pool, spa, southern exposure

Waterfront, 4 Bed, 2 Bath, sleep 8, Gulf access, pool, spa, southern exposure

Pelican
9.8 out of 10, Exceptional, (133)
"We had an amazing stay! Beautiful home, great location and communication was very easy. "
United States
Jamie G.
The price is NZ$1,395
includes taxes & fees
19 Nov - 20 Nov
Waterfront, 4 Bed, 2 Bath, sleep 8, Gulf access, pool, spa, southern exposure
Property grounds
Waterfront Home with Private Heated Pool, Dock, Wifi

Waterfront Home with Private Heated Pool, Dock, Wifi

Port Charlotte
9.6 out of 10, Exceptional, (82)
"This was a great stay, caught fish to eat... and pool was good, no steps to pool only a latter, so one family memeber was not able to use pool."
United States
Bradley L.
The price is NZ$746
includes taxes & fees
19 Nov - 20 Nov
Waterfront Home with Private Heated Pool, Dock, Wifi
Beach nearby, sun-loungers, beach towels
Single family home with private beach 120 steps away. Fish from our dock.

Single family home with private beach 120 steps away. Fish from our dock.

Manasota Key
9.8 out of 10, Exceptional, (115)
"Such a amazing week ... great location. The house is perfect for a family. House had eveething we needed. Found some awesome shells. A vacation to remember "
United States
Kim B.
The price is NZ$728
includes taxes & fees
19 Nov - 20 Nov
Single family home with private beach 120 steps away. Fish from our dock.
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 Gasparilla Island Hotel Reviews

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

10/10 Excellent
"Just a wonderful feeling being at the resort. We absolutely love the Serenity pool area and enjoyed a spectacular sunset from the Crows Nest bar followed by a top notch dinner at the Old Captiva House. Shelby was a charming waitperson. We’ve stayed there four times and look forward to our fifth. "
John 2-night trip
Posted 4 days ago
Tween Waters Island Resort & Spa

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