Little Gasparilla Island Vacation Rentals, Homes, & More

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 10

Little Gasparilla Island Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$165

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$165 - $193
Per week:$1,150 - $1,350
Pets allowed:Yes
Internet:Yes

Looking for a uniquely wonderful vacation that offers miles of an almost deserted beach, the ultimate in fishing, and lots of privacy, quiet times, and a glimpse of yesterday's Florida? Gasparilla Villa offers this and more. You have found a true island paradise for beach goers...

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great

“ Excellent ”
July 3, 2010
It was great we rented from an individual home ouwner
wilma, USA

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Little Gasparilla Island Florida Vacation Rentals - Condo
1 / 11

Little Gasparilla Island Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$122

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$122 - $136
Per week:$850 - $950
Pets allowed:No
Internet:Yes

Hidden away on a bridge less, barrier island the 18 acre complex known as "Hideaway Bay Beach Club" is complete with a large heated pool, sun decks, 2 fountain lakes, covered outdoor barbecue area and much, much more. My unit is a 2 story townhouse, built in the "Old Florida"...

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Wonderful Trip!

“ Excellent ”
April 27, 2010
We had a fabulous time on the Island and Carole was wonderful. She made the trip so easy and the island itself is so private and peaceful. The beaches had so many shells that you didn't know where to start or stop! The fine sand beaches went for miles with very few people around as it is private.You need to take a ferry to arrive on the island and it by itself is a fun experience watching dolphins. The ferry boat captains were friendly, just like a big family. The condo was very comfortable and had all you needed or wanted for a relaxing retreat. I will definitely be going back to visit with Carole again. Thanks again for a wonmderful time. The now"5 C's".
cheryl smalkoski, Racine, wisconsin

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 13

Little Gasparilla Island Home
4 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 4 Bedrooms / Sleeps 9

from

$558

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$558
Per month:$16,740
Pets allowed:No
Internet:No

Beautiful Bayfront 4/3 home with panoramic views of the bay has everything you need. Spacious living area, wide screened porches, deeded boat slip on dock with lights, power and water. Golf cart and 2 fishing kayaks are included! Bay front has never been better! This immaculately...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 10

Little Gasparilla Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 2 Bedrooms / Sleeps 8

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Home
Per night:$182
Per month:$5,460
Pets allowed:No
Internet:No

Large home with screened porch on beautiful Little Gasparilla Island! Can't decide whether you want to be on the Beach or the Bay? How about easy access to both, from this cute and cozy island home? Situated just an easy 150 yards either way, you can enjoy the benefits of both ...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 11

Little Gasparilla Island Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$225 - $269
Per month:$6,750 - $8,070
Pets allowed:No
Internet:No

Island Getaway Private Dock Water plant supplied waterCome relax and enjoy the views from this beautiful newly built Canal Front home. Located on the southern canal of Little Gasparilla Island, this house is one of a kind. After only a short boat ride from the mainland or Boca Grande,...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 19

Little Gasparilla Island Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$298

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$298 - $358
Per month:$8,940 - $10,740
Pets allowed:Yes
Internet:No

Beautiful Gulf front home with large screened porch and sundeck overlooking the beach! Imagine sitting on the spacious deck of this Gulf front retreat watching the sunlight dance on the turquoise blue- green waters of the Gulf of Mexico and enjoying the gentle music of the waves ...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 9

Little Gasparilla Island Home
3 Bedrooms / 1 Bathroom / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$208

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Home
Per night:$208 - $248
Per month:$6,240 - $7,440
Pets allowed:Yes
Internet:No

Seas the Day- Gulf Front Home just steps from the Water- Dock # 36A Great Value on the GULF OF MEXICO! ! ! Enjoy gorgeous sunsets every evening, shelling or world- class fishing, all out your front door. This newly remodeled 3 bedroom 1 bath home has everything you could possibly...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 15

Little Gasparilla Island Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Average ”1 Review

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$225 - $269
Per month:$6,750 - $8,070
Pets allowed:No
Internet:No

THE RUM RUNNER Dock #78 or 79 Water plant supplied waterCome relax and enjoy the sun setting over the blue- green gulf waters from your private barrier island retreat. This 4 bedroom 2 bath home has a very spacious living room and is only a few steps from the boardwalk to the beach....

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 13

Little Gasparilla Island Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$451

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$451
Per month:$13,530
Pets allowed:Yes
Internet:No

The Mills House Water plant suppliedBeach, Beach, Beach! That is all you can see from this beautiful 4bedroom/2 bath Gulf front home. From the Kitchen, Living/Dining room or the Master bedroom you see nothing but water and white sand. Chill out on the screened porch or catch some...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 8

Little Gasparilla Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$263

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$263
Per month:$7,890
Pets allowed:No
Internet:No

SlateFloors, Fireplace, elevator Dock # 38 Water plant supplied waterThis brand new home has all the upgrades you could want in a beach house! 7 miles of pristine beaches await you with fantastic shelling, beautiful warm waters and sunshine. The bayside offers world class fishing,...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 10

Little Gasparilla Island Home
2 Bedrooms / 1 Bathroom / Sleeps 7
Home / 2 Bedrooms / Sleeps 7

from

$103

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:7
Type:Home
Per night:$103 - $147
Per month:$3,090 - $4,410
Pets allowed:No
Internet:No

Adorable, newly renovated home on Little Gasparilla Island! Enjoy hard wood floors, and new EVERYTHING! This cozy cottage has a screened porch for enjoying those evening sea breezes, and is perfect for a small family getaway! Just steps from either the dock or the beach, your...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 12

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Hideaway Bay Condo E- 2 Dock - HBB Water Plant Supplied WaterPicture yourself enjoying this beautifully decorated island condo overlooking Placida Harbor. You are in walking distance to almost 7 miles of pristine, Old Florida beaches where you can search for shells or fish in the...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 10

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Hideaway Bay Beach Condo F- 9 Dock - HBB Water plant supplied waterPicture yourself enjoying this island condo in walking distance to almost 7 miles of pristine, Old Florida beaches. You can search for shells or fish in the clear gulf waters for snook, redfish, pompano or even...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 2

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Hideaway Bay Beach Condo Dock - HBB Water plant supplied waterPicture yourself enjoying this beautifully decorated island condo overlooking the Gulf of Mexico and in walking distance to almost 7 miles of pristine, Old Florida beaches. You can search for shells or fish in the clear...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 11

Little Gasparilla Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$143

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$143 - $187
Per month:$4,290 - $5,610
Pets allowed:Yes
Internet:No

How Sweet It Is Dock # 69- shared dock Water plant supplied waterThis quaint little island home is only steps to the beach via a boardwalk over the dunes. Watch your blood pressure drop as you enjoy the sunsets or simply relax on the screened lanai. You may choose to take a care ...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 9

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$140 - $162
Per month:$4,200 - $4,860
Pets allowed:No
Internet:No

Nice gulf front end unit in Hideaway bay. Has community pool and complimentary ferry service and free parking. This end unit has lots of extra windows and is light and bright! Great gulf views from the screened porch - a perfect place to relax and unwind. Seven miles of beaches ...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 13

Little Gasparilla Island Home
3 Bedrooms / 1 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$201

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$201 - $241
Per month:$6,030 - $7,230
Pets allowed:Yes
Internet:No

Attention all beach lovers - this is the place for you! This quaint home has a nice open deck that overlooks the beach and front steps take you down to the water's edge. At night be lulled to sleep by the rhythm of the waves - you can't get any better than this. An older home with...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 9

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$140 - $162
Per month:$4,200 - $4,860
Pets allowed:No
Internet:No

Hideaway Bay Beach Condo Dock - HBB Water plant supplied waterWhat a beautiful condo! Newly redecorated from top to bottom this gorgeous gulf front condo has new furnishings, new linens and everything else you could possibly need! High speed internet access, flat screen tvs, ...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 11

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$140 - $162
Per month:$4,200 - $4,860
Pets allowed:No
Internet:No

Hideaway Bay Beach Condo Dock - HBB Water plant supplied waterGreat beach view at Hideaway Bay! Close to 7 miles of snow white beaches - perfect for shelling and taking long walks. Watch the sunset from your screened porch, cook up some fresh seafood in the kitchen - live like...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 9

Little Gasparilla Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$200 - $240
Per month:$6,000 - $7,200
Pets allowed:Yes
Internet:No

Gulf front home with large screened porch, private dunewalk, amazing beach views. This three bedroom, two bath beach home is located directly on the white sandy beach, with dockage available on the bay. The kitchen is open to the dining room and living room, ensuring the cook...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 12

Little Gasparilla Island Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$267

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$267 - $311
Per month:$8,010 - $9,330
Pets allowed:No
Internet:No

Brand new bayfront home with great view of preserve, 2 master suites, satellite TV, dock with lights, power and waterWow! Brand new 3 bedroom, 3 bath with 2 master suites right on the bay! This place has it all - granite counters, large screened in porch, sundeck off the...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 7

Little Gasparilla Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$350

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$350
Per month:$10,500
Pets allowed:Yes
Internet:No

The Rhodes House Water plant supplied Dock # 38Located right off the beach, this great three bedroom home offers the perfect retreat from everyday mainland living. You may choose to take a few steps out your back door and relax on the almost 7 miles of unspoiled, pristine beaches...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 10

Little Gasparilla Island Home
2 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$271

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$271 - $337
Per month:$8,130 - $10,110
Pets allowed:No
Internet:No

Gulf Front, Very Private, 2 private docks, Screened Porch Sundeck, Water Plant waterIf privacy is what you are looking for then you have come to the right place! This home is uniquely situated on a private gulf to bay tract. Take your choice of fishing off one of the two private...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 9

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Hideaway Bay Beach Condo Dock - HBB Water plant supplied waterCome experience life on Little Gasparilla Island. It will take you back to the days of a good old fashioned vacation, with all of the modernday convienence. The only thing better than acool drink in your hand while sitting...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 8

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Hideaway Bay Beach Condo Dock - HBB Water plant supplied waterPicture yourself enjoying this beautifully decorated island condo overlooking the Gulf of Mexico and in walking distance to almost 7 miles of pristine, Old Florida beaches. You can search for shells or fish in the clear...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 13

Little Gasparilla Island Apartment
1 Bedroom / 1 Bathroom / Sleeps 6
Apartment / 1 Bedroom / Sleeps 6

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:6
Type:Apartment
Per night:$145 - $219
Per month:$4,350 - $6,570
Pets allowed:No
Internet:No

Placida Beach Condo 402B Placida Beach Dock Water supplied by water plant2 bedroom with Private Dock, Heated Pool and Free Ferry Service. Private lsland Paradise. Ideal for: Young families, snow birds, golfers, nature lovers and fishing enthusiasts! Come and experience island...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 13

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Come and enjoy life on Little Gasparilla Island. This beautifully decorated gulf front condo provides fabulous views of the Gulf of Mexico. Walk the Old Florida Beaches with a cool drink in your hand while you look for seashells, sand dollars and dolphins. Test your luck fishing ...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 14

Little Gasparilla Island Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$110

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$110 - $154
Per month:$3,300 - $4,620
Pets allowed:No
Internet:No

Picture yourself enjoying this beautiful island condo on Little Gasparilla Island and in walking distance to almost 7 miles of pristine, Old Florida beaches. You can search for shells, or fish in the clear gulf waters for snook, redfish, pompano or even tarpon. You are just a ...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 11

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

Hideaway Bay Beach D- 2 Dock - HBB Water plant supplied waterPicture yourself enjoying this island condo overlooking a lake and in walking distance to almost 7 miles of pristine, Old Florida beaches. You can search for shells or fish in the clear gulf waters for snook, redfish,...

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Little Gasparilla Island Florida Vacation Rentals - Apartment
1 / 12

Little Gasparilla Island Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6
Apartment / 2 Bedrooms / Sleeps 6

from

$182

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$182 - $204
Per month:$5,460 - $6,120
Pets allowed:No
Internet:No

This recently redone unit has beauty and comfort - all the upgrades that may your island stay perfect! One of Hideaway Bay's nicest, this beautifully decorated island condo overlooks the Bay and is very close to the swimming pool. It is within walking distance of almost 7 miles...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 7

Little Gasparilla Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

from

$98

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$98 - $142
Per month:$2,940 - $4,260
Pets allowed:Yes
Internet:No

This great Island home is a comfortable family home close to the beach and dock. Newly redone kitchen and living area are clean and comfy - Satellite TV has been added as well. Living space is bright and airy - a perfect headquarters for your island vacation! THIS IS A BRIDGELESS,...

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Little Gasparilla Island Florida Vacation Rentals - Home
1 / 7

Little Gasparilla Island Home
2 Bedrooms / 1 Bathroom / Sleeps 6
Home / 2 Bedrooms / Sleeps 6

(1)“ Very Good ”1 Review

from

$98

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$98 - $142
Per month:$2,940 - $4,260
Pets allowed:No
Internet:No

Perfect comfortable hideaway on Little Gasparilla Island - close to dock and beach! Have the best of both worlds - perfectly situated between the beach and the bay so that you have equal access to both! This home works well for the fisherman, as well as the beach lover! Enjoy...

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