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Condo vacation rentals in Little Gasparilla Island

Find and book unique condos on Airbnb

Top-rated condo rentals in Little Gasparilla Island

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Top guest favorite

An open living space features a comfortable seating area with a dark sofa and a round coffee table. Natural light floods in through large sliding doors, leading to an outdoor dining area. Textured decor elements and ceiling beams add warmth to the inviting ambiance.

Condo in Englewood

5 out of 5 average rating, 15 reviews

Family Beachside Retreat at The Salty Surfer

Escape to this beautiful beachside retreat, steps from the sand! Perfect 2-bedroom, 1-bath home offers a relaxing coastal vibe with modern comforts. Just a few steps from the beach for sunrise walks & ocean breezes. Gather around the fire pit or enjoy an afternoon hammock nap. Fully equipped kitchen and coffee lovers Breville Espresso Machine. Conveniently close to amazing restaurants. If you’re looking for a peaceful escape, this beach home has everything you need for an unforgettable stay.

An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.

Condo in Englewood

4.79 out of 5 average rating, 131 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY LOCAL RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with pool access. Complimentary grill for your dinner paired with an amazing Gulf sunset. Your morning coffee is on us! Beach chairs & towels supplied. Kitchen is updated and all utensils supplied. Master Bedroom has a queen sized bed. Boat dock slip available upon request. HEATED POOL located directly across the street.

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.

Condo in Englewood

4.92 out of 5 average rating, 123 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.

A view from the porch captures a vibrant sunset over the Gulf of Mexico, with silhouettes of palm trees and nearby buildings. The warm colors of the sky blend into the horizon, creating a serene backdrop that enhances the coastal atmosphere.

Condo in Englewood

4.93 out of 5 average rating, 149 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.

Top guest favorite

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.

Condo in Venice

4.96 out of 5 average rating, 93 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.

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.

Condo in Englewood

4.88 out of 5 average rating, 198 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.

A crystal-clear pool is surrounded by lounge chairs and palm trees, creating a relaxing outdoor space. The area features well-maintained landscaping and is bathed in natural sunlight, inviting guests to enjoy leisure time by the water.

Condo in Englewood

4.76 out of 5 average rating, 108 reviews

Flip Flop Haven - Pet Friendly Studio

Enjoy this charming studio, take a soak in the complex's geothermal heated pool and bask in the warmth of Manasota Key's beautiful sandy beaches. The open studio is fully furnished and the Murphy bed opens easily for a comfy night's sleep. The eat-in style kitchen is equipped with stove top, microwave and refrigerator w/ small appliances and kitchen ware. Around the corner from the living area is the bathroom offering tub/shower combo.

A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.

Condo in Englewood

4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

We are welcoming guests post Hurricane Milton! Please note that the El Galeon East dock is in process of being rebuilt. Timing is July 2025. COMPLETELY RENOVATED IN 2024! 1st floor, open floor plan, end unit. This unit overlooks beautiful Lemon Bay and the end unit position lends to a unique panoramic view. Less than two minute walk to the Gulf Beach and just steps away from our heated swimming pool and the island's best restaurants.

A scenic view of the marina features several boats docked in calm waters, surrounded by a vibrant collection of buildings and lush greenery. The backdrop includes a clear blue sky meeting the ocean, illustrating a peaceful coastal environment.

Condo in Englewood

5 out of 5 average rating, 29 reviews

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

Walk to everything the key has to offer. This 3 bedroom 2 bath bay-front condo is 1500 sq. ft. and features an open layout with large balcony expanding the entire condo. Full size washer/dryer. The Master and guest bedroom have a king bed, the 3rd bedroom has two sets of twin over full bunk beds. Outdoor kitchen area with a grill, tiki bar and fire pit. Have a boat? Reserve your slip using the DockWa App.

Top guest favorite

A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.

Condo in Englewood

5 out of 5 average rating, 7 reviews

Ocean Oasis on Manasota Key - Ocean View

Welcome to our ocean view property, perfect for a relaxing getaway! Enjoy stunning views, walk to restaurants, and indulge in activities like jet skis, kayaking, beach yoga, fishing charters, parasailing, sunset boat trips, and local golf courses. After fun filled day, hang out by the pool with your favorite poolside cocktail! Book now for a serene escape filled with adventure and breathtaking beauty.

An aerial view reveals a mid-century vacation villa surrounded by lush greenery and open spaces, with the coastline and sandy beach visible in the distance. The calm ocean water stretches towards the horizon beneath a partly cloudy sky.

Condo in Venice

4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

Soak up the Florida sunshine on Golden Beach which is mere steps away from your front door! This mid-century vacation villa, located on Venice Island, is yours to unwind and relax in and is within minutes of additional beaches, historic Venice, a fishing pier and multiple restaurants. This single-level unit offers the ocean within steps of the unit and also offers a community pool.

An aerial view captures the condo complex nestled along the shoreline, bordered by lush greenery and water. The heated pool is visible, with a dock and boat slips extending into the bay. The tranquil ocean and beach are seen in the background under a clear blue sky.

Condo in Placida

4.93 out of 5 average rating, 30 reviews

LGI Hideaway- Includes golf cart & pool access!

Awesome views of the sunrise out the back screened-in porch overlooking the pond and amazing sunsets on the beach. Great amenities in the condo complex including free parking on the mainland, free ferry, heated pool, boat slip and meticulously maintained grounds! Enjoy the sandy beaches and explore the islands beautiful paths by the provided golf cart!

Vacation rentals for every style

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A space thats all yours, with room for everyone

Popular amenities for Little Gasparilla Island condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Top guest favorite

Condo in Englewood

4.99 out of 5 average rating, 72 reviews

On Manasota Key w direct access to our Beach! (A)

A serene view from the screened lanai captures the tranquil waters of Gasparilla Sound, framed by lush green landscape. The vista includes distant islands and a clear blue sky, creating a peaceful outdoor setting ideal for relaxation.

Condo in Placida

5 out of 5 average rating, 21 reviews

Seeing is Believing!!

An aerial view captures the expansive coastline of Manasota Key, showcasing a stretch of sandy beach adjacent to turquoise waters. Green vegetation and residential areas are visible, with boats navigating the nearby waterways, illustrating the serene landscape of this coastal destination.

Condo in Englewood

4.77 out of 5 average rating, 74 reviews

Gulf side condo be on the beach in minutes!

An aerial view captures the Tropical Island Getaway, showcasing structures with teal roofs nestled among lush greenery. A pool is visible on the left, while the coastline stretches in the background, revealing sandy shores and the serene blue Gulf waters.

Condo in Placida

4.96 out of 5 average rating, 54 reviews

Tropical Island Beach Condo Ferry & Parking Incl.

A well-lit bedroom features a spacious bed with a light comforter and accent pillows. White curtains frame a large sliding window that opens to a view of greenery. A ceiling fan is positioned above, while two bedside tables with lamps sit on either side of the bed.

Condo in Placida

5 out of 5 average rating, 5 reviews

Beautiful Beaches at LGI Hideaway! Newly furnished

A sliding glass door opens to a view of Lemon Bay, where two red chairs are positioned for relaxation. The patio area is bordered by well-maintained grass and a wooden dock extends into the water, creating a serene outdoor space.

Condo in Englewood

4.92 out of 5 average rating, 63 reviews

Island Breeze Condos On Manasota Key

Top guest favorite

A serene sunset reflects over calm waters, accentuating the silhouette of trees in the distance. A wooden dock extends into the bay, contributing to the peaceful atmosphere. Warm hues of orange and yellow blend into the evening sky.

Condo in Englewood

5 out of 5 average rating, 60 reviews

Sunrise Over the Bay

A two-story villa-style condo stands amidst palm trees, featuring a pale exterior with a teal roof. Spacious balconies are visible on the lower level, while stairs lead to the upper section. Lush greenery surrounds the property, creating a natural and inviting setting.

Condo in Placida

4.87 out of 5 average rating, 63 reviews

Remote Island Retreat : Private Ferry, Pool, Beach

Pet-friendly condo rentals

The community pool area is surrounded by palm trees, offering a tranquil setting. Lounge chairs are arranged around the pool, which is set against the backdrop of the condo building. A shaded cabana structure provides a space for relaxation.

Condo in Punta Gorda

4.93 out of 5 average rating, 57 reviews

Harbor Towers Hideaway at Burnt Store Marina

Large windows invite natural light into the space, offering a view of palm trees and the exterior of nearby buildings. A small white table is positioned near the window, enhancing the open and airy feel of the room.

Condo in Englewood

4.92 out of 5 average rating, 71 reviews

Key Condo located on Manasota Key

The exterior of the condo showcases a modern design with a covered porch featuring a seating area. Palm trees and landscaped greenery are present, contributing to a relaxed atmosphere. The structure features large windows, allowing natural light to illuminate the white façade.

Condo in Nokomis

4.96 out of 5 average rating, 23 reviews

Walk to the beach from this lovely 2 bedroom condo

A serene scene captures the infinity pool at sunset, with the sun casting warm hues over the water. Palm trees line the background, and lounge chairs are arranged around the pool, providing a tranquil atmosphere for relaxation.

Condo in Port Charlotte

Harbor View 2

A modern condominium building showcases a warm color palette of beige and light orange. Lush palms line the entrance, and numerous balconies are visible on the upper floors, adding character to the structure. The scene is set against a vibrant sunset sky.

Condo in Punta Gorda

4.89 out of 5 average rating, 18 reviews

Fabulous Burnt Store Marina

A spacious living area is highlighted by large windows offering scenic views of the lake. Comfortable seating arrangements include a sectional sofa and two armchairs, while a dining table with chairs is positioned beside a decorative rug. Natural light enhances the open layout.

Condo in North Fort Myers

4.83 out of 5 average rating, 121 reviews

Ground Floor Lake-Front Condo on 5 ac private lake

A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.

Condo in Port Charlotte

5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

A spacious outdoor area features sandy patches alongside lush greenery and palm trees. Tiki huts provide shaded seating. Lounge chairs are arranged thoughtfully on the artificial turf, and a hammock is suspended between two trees, inviting relaxation with views of the nearby beach.

Condo in Nokomis

4.78 out of 5 average rating, 32 reviews

Jetties Pointe Cottage #4 - 408

Condo rentals with a pool

A large, sparkling swimming pool is shown, bordered by neatly arranged lounge chairs. Vibrant red flowers and lush greenery are positioned in the foreground, while several light-colored condo units with blue roofs are visible in the background under a clear sky.

Condo in Port Charlotte

4.95 out of 5 average rating, 60 reviews

Charming Waterfront Resort Vacation

The open living area features a light gray sofa with decorative pillows, a coffee table made of white wood, and a television on a console. Natural light floods in, highlighting a cozy atmosphere and the modern kitchen visible in the background.

Condo in Englewood

4.83 out of 5 average rating, 78 reviews

1 bdrm | Steps away to Private Beach w/Dock Access

A sandy beach stretches out under a clear blue sky, with soft waves lapping at the shore. Relaxed beachgoers are positioned on colorful beach chairs and umbrellas, enjoying the sun and sea. The sun creates a bright reflection on the water, enhancing the serene environment.

Condo in Englewood

5 out of 5 average rating, 3 reviews

Spacious Beachfront 3br Manasota Key Condo

Top guest favorite

A serene beach view is captured under a clear sky, with sunlight reflecting on the calm water. The sandy path leads to the shoreline, where lounge chairs and umbrellas are positioned for comfort. Lush greenery outlines the beach area, enhancing the natural landscape.

Condo in Englewood

4.98 out of 5 average rating, 47 reviews

A little slice of paradise

Condo in Manasota Key

4.8 out of 5 average rating, 10 reviews

Gulf Front on Manasota Key - El Galeon by the Sea

A dining table with four chairs is positioned on a private deck, offering views of the ocean and clear blue skies. The scene is framed by glass sliding doors, inviting natural light into the indoor space.

Condo in Englewood

5 out of 5 average rating, 8 reviews

Boardwalk Beachfront Getaway

A resort-style pool area is surrounded by palm trees and tropical landscaping, featuring lounge chairs arranged beside the water. A gazebo provides shaded seating. The pool is spacious and well-maintained, with steps leading into it, set against a backdrop of the condominium building.

Condo in Punta Gorda

5 out of 5 average rating, 27 reviews

Burnt Store Marina 2 bdrm 2 bath condo.

A tranquil scene by the community pool is framed by lush palm leaves. A white fence encloses the pool area, highlighting empty lounge chairs under vibrant red umbrellas. In the background, tennis courts are visible against a bright blue sky.

Condo in Rotonda West

5 out of 5 average rating, 3 reviews

Spectacular Lakeview King Apt Pool, Tennis, Beach

Destinations to explore