Beachfront vacation rentals in Little Gasparilla Island

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Top-rated beachfront rentals in Little Gasparilla Island

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Guest favorite

Condo in Placida

4.96 out of 5 average rating, 52 reviews

Beachfront Island Condo w/ Pool &Ferry Service Inc

Come Enjoy our Newly Updated Island Condo with Magnificent Gulf Views. 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your vacation. Boat friendly dock, gated mainland car parking, ride FREE ferry 10 min to the island, miles of beach to roam, shell, hunt for shark teeth or fish. Walk over the boardwalk looking left & right–seeing only shore birds & dolphin or venture out for the most Prime Fishing & Kayaking Florida has to offer

Apr 23 – 30

G$60,350 GYD per night

Guest favorite

Apartment in Boca Grande

4.89 out of 5 average rating, 180 reviews

Downtown Boca Grande Efficiency Flat#3-Special Rt

We survived Ian and are ready to host you! A great efficiency, one bath flat in the heart of historic Boca Grande on the gorgeous Gasparilla Island. Located across the street from The Temp Restaurant, down the block from Hudson's Market and around the corner from Sister's Pizza. Going to the beach, no worries, it is just down the road. Rent our place through Air BnB and receive a 10% discount on golf cart and bike rentals. You’ll love my place because of the location, and the neighborhood.

Sep 2 – 9

G$33,641 GYD per night

Superhost

Guesthouse in Englewood

4.93 out of 5 average rating, 234 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Sep 15 – 22

G$69,360 GYD per night

Guest favorite

Island in Sarasota

4.97 out of 5 average rating, 303 reviews

*NEW May 17 CX 30% OFF! Sarasota #1 Luxury Villa*

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Dec 26 – Jan 2

G$133,919 GYD per night

Guest favorite

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

Minutes to open water and Jug Creek Marina! Wait till you see this freshly updated cottage! Bring your boat, or rent one nearby. The dock is shared, but there is plenty of room! Lots of history on this beautiful island, with fishing you’ll be amazed with! Tarpon capital of the world, and Charlotte Harbor moments away! Boca Grande, Cayo Costa, Useppa, North Captiva, Sanibel and Cabbage Key, etc. a short boat ride away! The golf carts/kayaks/boats/bikes are available to rent at local resources!

Jan 11 – 18

G$43,257 GYD per night

Guest favorite

Condo in Venice

4.87 out of 5 average rating, 141 reviews

The Studio at the Beach 56

This is a studio first floor apartment, only 50 feet from the oversize pool and approximately 300 steps to the beach! Quick bike ride or a 20 to 25 minute walk to all of downtown Venice has to offer. About the same to Sharkeys and the fishing pier. Inside you will find all you would expect from a very nicely appointed studio. Efficiency kitchen new appliances and everything you need to prepare a simple meal. Lots of pillows super comfy brand new queen bed will ensure a restful nights sleep.

Sep 19 – 26

G$26,573 GYD per night

Guest favorite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Feb 15 – 22

G$139,573 GYD per night

Guest favorite

Condo in Venice

4.82 out of 5 average rating, 219 reviews

Updated beachy condo - ready for you!

Conveniently located on Venice Island. This recently renovated, cozy, light an bright beachside condo has everything you need for your vacation. We have beach chairs, umbrella, towels and cooler. The efficiency unit has a full size frige, stovetop, microwave and convection oven. Comfy queen bed, Xfinity cable TV & Wifi in the condo. Park right in front of your unit, 1st floor - no stairs! Kayak rentals at the beach, bike rentals nearby. Bring your flip flops and sun tan lotion!

Dec 12 – 19

G$27,725 GYD per night

Guest favorite

Condo in Englewood

4.94 out of 5 average rating, 116 reviews

Gulf Side Condo Englewood Florida

A cozy 2 bed 2 bath condo with a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy sunsets from the porch or the beach. Unwind and let all of your cares float away on the Gulf breezes.

Aug 20 – 27

G$39,913 GYD per night

Guest favorite

Home in Placida

5.0 out of 5 average rating, 54 reviews

Little Gasparilla Island Beachfront Oasis

Little Gasparilla Island (LGI) is a barrier island with seven miles of beautiful white sand beaches on the west coast of south Florida. The island is only accessible by boat which makes it the perfect getaway to relax and enjoy beach life, water sports and great fishing. There is a water taxi service or boats are available to rent to make the quick 5 minute ride from the mainland. The house is located on the beach facing the gulf of Mexico and accommodates up to 6 guests.

Apr 5 – 12

G$120,405 GYD per night

Guest favorite

Condo in Englewood

4.93 out of 5 average rating, 114 reviews

Immaculate Ground Floor Beach Studio on the Gulf

Please note: This complex had minimal damage, but you may see remnants of the hurricane in the complex. There is a protective tarp on the roof of my building even though there was very few tiles that blew off in the storm. There is a separate, beachside building with the same protective tarp & is getting new stucco on the west side facing the beach. You do not see the face of this building from my property as my place faces the pool. *See my pictures for more details*

May 15 – 20

G$39,465 GYD per night

Guest favorite

Home in Placida

5.0 out of 5 average rating, 7 reviews

Just listed! BRAND NEW Coastal Sol on Palm Island!

Escape to the Coastal Sol retreat and be one of the first guests to enjoy this newly built home! This brand new 3 bedroom, 2.5 bathroom sanctuary is located on the exclusive Don Pedro-Knight-Palm Island, accessible only by private boat or a 5 minute car ferry ride. Coastal Sol offers a perfect blend of seclusion and accessibility. Enjoy 'old Florida' island life pursuits, complete with spectacular sunsets and leisurely strolls on uncrowded beaches.

Aug 19 – 26

G$81,680 GYD per night