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Apartment holiday rentals in Little Gasparilla Island

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Top-rated apartment rentals in Little Gasparilla Island

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Guest favourite
Apartment in Englewood
4.8 out of 5 average rating, 152 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

Top guest favourite
The spacious living room features a light blue color palette while natural light enters through the windows. A large flat-screen TV is mounted on the wall above a sleek black entertainment unit. Cozy seating arrangements, including a sectional sofa and a coffee table, create an inviting area.
Apartment in Venice
4.96 out of 5 average rating, 108 reviews

Lovely large one+ in the heart of downtown Venice

Large, quaint, quiet condo in the heart of downtown Venice Island. Short walking distance to all the idyllic downtown shops, restaurants, entertainment, bars, arts & a quick bike ride to an amazing beach. Bikes included. Very spacious & well equipped rental suitable for short or long-term visits. Large fully equipped kitchen. Lots of amenities & beach gear! Comfy king bed. Free parking. Venice Beach 1.1 miles / Sharkey's Restaurant & Pier 1.7 miles / Coffee shop & downtown just 3 blocks away.

Top guest favourite
Apartment in Sarasota
4.98 out of 5 average rating, 124 reviews

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

Guest favourite
A sandy beach stretches along the shoreline, meeting calm turquoise waters. The sky features a few wispy clouds, contributing to a serene coastal atmosphere. Beige sand is visible in the foreground, while smooth waves lap gently against the shore.
Apartment in Englewood
4.92 out of 5 average rating, 130 reviews

Walk to beach~Sleeps 6 (B1)

This updated 1,400 s/f vacation home with vaulted ceilings is a great place to relax after a day at the beach. (Your private access to the beach is directly across the street!) Large master suite and guest bedroom with large deck. Fully appointed kitchen/dining with adjoining screened lanai. Complete with all the comforts of home. Please see "other details to note" for a description of your private beach access to enjoy sunny days and superb sunsets over the Gulf of Mexico.

Top guest favourite
Apartment in Englewood
4.97 out of 5 average rating, 118 reviews

Studio, pool, private beach, boat dock shark teeth

Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Guest favourite
Apartment in Englewood
4.89 out of 5 average rating, 106 reviews

Cozy Ground Floor Studio - Great Kitchen

This condo has everything you will need on Manasota Key! The unit is a few steps away from Lemon Bay with an amazing geothermal heated pool. Enjoy Manasota Key's nearby beautiful beaches. The studio has a beautiful kitchen and comfy queen bed. The living area has a reclining sofa and flat screen TV. The condo backs to a garden area. Beach chairs and umbrella are included. If you are looking for a cozy space to enjoy paradise, this is the place for you!

Guest favourite
Apartment in Englewood
5 out of 5 average rating, 11 reviews

Elevated Beach Vibes – Bikes, Beach, Views

Perched on the top floor of a charming duplex on the south end of Manasota Key, this newly remodeled 2-bedroom, 1-bath unit offers elevated Gulf views and unbeatable access to the beach—just steps from your front door. Wake up to the sight of palm trees swaying and enjoy your morning coffee while soaking in sea breezes from above. Located just a short walk from scenic Stump Pass State Park, you’re perfectly positioned to explore the best of the island!

Top guest favourite
A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.
Apartment in Venice
4.95 out of 5 average rating, 107 reviews

Short walk to beach 4, King bed, Dog Friendly

Location Location Location! Experience island life from this 1 BR, 2nd floor condo walking distance to everything. A few steps to Venice beach, and a short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Pack your bathing suit, and flip flops, with all the comforts of home, and all beach gear provided, that's all you'll need here! Sofa bed also available.

Top guest favourite
Apartment in Sarasota
5 out of 5 average rating, 102 reviews

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Whisk your favorite person away to BayDreaming! Retreat to this quiet 1BR/1.5BA condo, just an 8‑minute walk from Turtle Beach. Perfect for couples, it offers a private deck with canal and Gulf views, a heated pool for sunset swims, two supyaks, and a plush king bed for cozy nights. Enjoy garage parking, beach gear, and a peaceful community. Whether you’re here to relax or reconnect, this coastal retreat blends romance with Siesta Key serenity.

Top guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Apartment in Englewood
4.91 out of 5 average rating, 217 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Top guest favourite
Apartment in Venice
4.96 out of 5 average rating, 102 reviews

Vintage Villa 35 | Steps to Beach | Pool

Welcome to Vintage Villa 35. Just steps from the Gulf in Venice Island’s Golden Beach neighborhood. This bright, design-forward coastal retreat blends beachside ease with thoughtful details throughout. Walk to the sand, then spend your days exploring nearby Sharky’s, the pier, and historic downtown Venice, all just minutes away. Guests also enjoy access to a rare Olympic-sized community pool, a nostalgic nod to the property’s 1950s roots.

Guest favourite
A cozy living area is highlighted by a comfortable gray sofa adorned with tropical-themed cushions. A large mirror adds depth to the space, while a flat-screen TV is placed on a wooden console. Soft lighting is provided by two standing lamps.
Apartment in Cape Haze
4.96 out of 5 average rating, 24 reviews

Waterfront Condo, Private Beach Access and Pool

Private beach access! Sunsets and panoramic views await in this exquisite condo overlooking the marina and the Intracoastal Waterway. Just beyond your door, enjoy waterfront luxury and complimentary water taxi service to private beach access on Palm Island, where nature is absolutely beautiful. The crystal blue waters and pristine beach are perfect for swimming, shelling, and finding shark teeth—no need to hassle with driving or parking!

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