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Little Gasparilla Island Holiday Rentals

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52 rentals in Little Gasparilla Island.
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'Paradise Too' Waterfront Cottage-Private Dock-Great Value!!, holiday rental in Little Gasparilla Island

'Paradise Too' Waterfront Cottage-Private Dock-Great Value!!

2 bedrooms
2 bathrooms
Sleeps 4
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Quaint Cottage On Little Gasparilla Island, holiday rental in Little Gasparilla Island

Quaint Cottage On Little Gasparilla Island

2 bedrooms
2 bathrooms
Sleeps 4
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120 sandy footsteps from front door to shore!, holiday rental in Little Gasparilla Island

120 sandy footsteps from front door to shore!

3 bedrooms
3 bathrooms
Sleeps 6
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Boca Grande Waterfront One Bedroom Condo On Gasparilla Island; Boca Grande Club, holiday rental in Little Gasparilla Island

Boca Grande Waterfront One Bedroom Condo On Gasparilla Island; Boca Grande Club

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Relaxing Private Island House (LGI), holiday rental in Little Gasparilla Island

Relaxing Private Island House (LGI)

2 bedrooms
3 bathrooms
Sleeps 4
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BELLISSIMA  BY THE BEACH, holiday rental in Little Gasparilla Island

BELLISSIMA BY THE BEACH

2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!, holiday rental in Little Gasparilla Island

Beautiful Waterfront Condo at Boca Grande North - A Serene, Happy Space!

2 bedrooms
2 bathrooms
Sleeps 6
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★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★, holiday rental in Little Gasparilla Island

★ Secluded Holiday Retreat/ Island Paradise & Waterfront Condo ★

2 bedrooms
1 bathroom
Sleeps 4
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Beach Cottage: Beachfront, Secluded Natural Setting, Private Dune Deck, Kayaks, holiday rental in Little Gasparilla Island

Beach Cottage: Beachfront, Secluded Natural Setting, Private Dune Deck, Kayaks

2 bedrooms
2 bathrooms
Sleeps 4
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�'She Sells Seashells'� GULF VIEW   Golf Cart Free Ferry Heated Pool Boat Slip, holiday rental in Little Gasparilla Island

�'She Sells Seashells'� GULF VIEW Golf Cart Free Ferry Heated Pool Boat Slip

2 bedrooms
2 bathrooms
Sleeps 4
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SPRING WEEKS NOW OPEN  Discounts for First Responders,And Healthcare workers ❤️, holiday rental in Little Gasparilla Island

SPRING WEEKS NOW OPEN Discounts for First Responders,And Healthcare workers ❤️

2 bedrooms
3 bathrooms
Sleeps 6
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Our Little Island Dream House with Golf Cart and Ferry included, holiday rental in Little Gasparilla Island

Our Little Island Dream House with Golf Cart and Ferry included

2 bedrooms
2 bathrooms
Sleeps 6
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Island Paradise On Little Gasparilla Island, holiday rental in Little Gasparilla Island

Island Paradise On Little Gasparilla Island

2 bedrooms
2 bathrooms
Sleeps 6
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Resort- like Property!  Dock out front, Beach out back!  Amazing Amenities!, holiday rental in Little Gasparilla Island

Resort- like Property! Dock out front, Beach out back! Amazing Amenities!

2 bedrooms
2 bathrooms
Sleeps 4
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Stunning Beachfront Island Isolation - Pool and Ferry Service included!, holiday rental in Little Gasparilla Island

Stunning Beachfront Island Isolation - Pool and Ferry Service included!

1 bedroom
1 bathroom
Sleeps 4
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Book Christmas Now! Oceanview, Ferry, Golf Cart on Little Gasparilla Island, holiday rental in Little Gasparilla Island

Book Christmas Now! Oceanview, Ferry, Golf Cart on Little Gasparilla Island

2 bedrooms
2 bathrooms
Sleeps 6
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BEACHFRONT CONDO - PRIVATE FERRY, GATED PARKING, holiday rental in Little Gasparilla Island

BEACHFRONT CONDO - PRIVATE FERRY, GATED PARKING

1 bedroom
1 bathroom
Sleeps 4
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ISLAND Get away. RELAX, holiday rental in Little Gasparilla Island

ISLAND Get away. RELAX

3 bedrooms
2 bathrooms
Sleeps 7
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The Rondavel - Brand New!  Only 2-story round house on island with 30 windows, holiday rental in Little Gasparilla Island

The Rondavel - Brand New! Only 2-story round house on island with 30 windows

4 bedrooms
6 bathrooms
Sleeps 8
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HBBC-PEACEFULL ISLAND LIVING!Ferry,parking is free!Closest bldg to the beach., holiday rental in Little Gasparilla Island

HBBC-PEACEFULL ISLAND LIVING!Ferry,parking is free!Closest bldg to the beach.

2 bedrooms
2 bathrooms
Sleeps 4
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Sea, Sand & Sunshine!! Beach View, Golf Cart, Ferry, Pool, Boat Dock, Parking, holiday rental in Little Gasparilla Island

Sea, Sand & Sunshine!! Beach View, Golf Cart, Ferry, Pool, Boat Dock, Parking

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Home nestled among the coconuts, holiday rental in Little Gasparilla Island

Tropical Home nestled among the coconuts

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cloud 9 on the beach! Heavenly views from beach to bay.  Come be on Cloud 9..., holiday rental in Little Gasparilla Island

Cloud 9 on the beach! Heavenly views from beach to bay. Come be on Cloud 9...

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Island Retreat with White Sandy Beach and Boat Slip., holiday rental in Little Gasparilla Island

Island Retreat with White Sandy Beach and Boat Slip.

2 bedrooms
2 bathrooms
Sleeps 6
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LITTLE GASPARILLA ISLAND Hideaway Bay GULF FRONT 100 steps to the beach access, holiday rental in Little Gasparilla Island

LITTLE GASPARILLA ISLAND Hideaway Bay GULF FRONT 100 steps to the beach access

2 bedrooms
2 bathrooms
Sleeps 6
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Little Gasparilla Island Getaway, holiday rental in Little Gasparilla Island

Little Gasparilla Island Getaway

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Just steps to 2 miles of private beach! Relaxing family villa. C2624B, holiday rental in Little Gasparilla Island

Just steps to 2 miles of private beach! Relaxing family villa. C2624B

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Breathtaking View from this Villa, close to restaurant!  B3723A, holiday rental in Little Gasparilla Island

Breathtaking View from this Villa, close to restaurant! B3723A

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 Complete Levels with Private Entrances, holiday rental in Little Gasparilla Island

2 Complete Levels with Private Entrances

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Resort-like! Bay&Beach! Dock! Kayaks! Outdoor Kitchen&Bistro! Porch&Decks!  WOW!, holiday rental in Little Gasparilla Island

Resort-like! Bay&Beach! Dock! Kayaks! Outdoor Kitchen&Bistro! Porch&Decks! WOW!

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Little Gasparilla Island Beachfront Oasis: Stunning views with private boardwalk, holiday rental in Little Gasparilla Island

Little Gasparilla Island Beachfront Oasis: Stunning views with private boardwalk

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome to Paradise on Little Gasparilla Island!  Pool/Golf Cart/Kayaks, holiday rental in Little Gasparilla Island

Welcome to Paradise on Little Gasparilla Island! Pool/Golf Cart/Kayaks

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Little Gasparilla Island’s best view on the bay - private dock!, holiday rental in Little Gasparilla Island

Little Gasparilla Island’s best view on the bay - private dock!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular View of the Gulf Very Pretty Corner Villa at the Beach A3224A, holiday rental in Little Gasparilla Island

Spectacular View of the Gulf Very Pretty Corner Villa at the Beach A3224A

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sandy Toes & Ocean View - great location for the beach-combing enthusiast, holiday rental in Little Gasparilla Island

Sandy Toes & Ocean View - great location for the beach-combing enthusiast

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Island Retreat - Privacy, Tranquility, Close to the Beach!, holiday rental in Little Gasparilla Island

Island Retreat - Privacy, Tranquility, Close to the Beach!

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Comfortable villa with unobstructed view of the Gulf on Resort, C2424B, holiday rental in Little Gasparilla Island

Comfortable villa with unobstructed view of the Gulf on Resort, C2424B

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Special Sunset View Resort Access and steps to the Restaurant or Pool, A3721B, holiday rental in Little Gasparilla Island

Special Sunset View Resort Access and steps to the Restaurant or Pool, A3721B

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Little Gasparilla Island- conveniently located accommodations for 4, holiday rental in Little Gasparilla Island

Little Gasparilla Island- conveniently located accommodations for 4

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Living The Dream at Hideaway Bay Little Gasparilla Island, holiday rental in Little Gasparilla Island

Living The Dream at Hideaway Bay Little Gasparilla Island

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Vaca Gulf view villa close to Pool and Restaurants on Resort!  B3522A, holiday rental in Little Gasparilla Island

Perfect Vaca Gulf view villa close to Pool and Restaurants on Resort! B3522A

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Exceptional view of the Gulf, Very Nice Villa!  Book this one today! B2911B, holiday rental in Little Gasparilla Island

Exceptional view of the Gulf, Very Nice Villa! Book this one today! B2911B

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spectacular Sunset Views from this Comfortable Island Villa on Resort A3111A, holiday rental in Little Gasparilla Island

Spectacular Sunset Views from this Comfortable Island Villa on Resort A3111A

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Water view Marina side, Nice condo with access to pool,  A1115MB, holiday rental in Little Gasparilla Island

Beautiful Water view Marina side, Nice condo with access to pool, A1115MB

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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This Lovely Little condo has a great view of the Waterway! A1113MB, holiday rental in Little Gasparilla Island

This Lovely Little condo has a great view of the Waterway! A1113MB

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Island Paradise With White Sandy Beach, Free Boat Slip And Free Ferry, holiday rental in Little Gasparilla Island

Island Paradise With White Sandy Beach, Free Boat Slip And Free Ferry

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Island Getaway, holiday rental in Little Gasparilla Island

Private Island Getaway

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Beachfront Location! Island Cottage On The Gulf...Right on the beach!, holiday rental in Little Gasparilla Island

Amazing Beachfront Location! Island Cottage On The Gulf...Right on the beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Large 4 Bedroom/2 Full +2 Half Bath, holiday rental in Little Gasparilla Island

Large 4 Bedroom/2 Full +2 Half Bath

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beach Front Island Cottage, holiday rental in Little Gasparilla Island

Beach Front Island Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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