Vacation rentals with beach access in Little Gasparilla Island

4.85 out of 5 average rating, 110 reviews

A light blue two-story beach cottage features a spacious front deck with two umbrellas and outdoor seating. The lower level includes a concrete driveway leading to two garage doors. Lush greenery and palm trees surround the property, providing a tropical ambiance.

Cottage in Englewood

Free Kayaks/bikes/walk to beach/pet friendly #3

"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, queen size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

Apartment in Manasota Key

An open concept living area features a spacious gray sofa paired with modern bar stools. A blue day bed with a colorful blanket adds comfort. A wall-mounted television is visible, and soft lighting is provided by lamps on either side of the room.

4.92 out of 5 average rating, 12 reviews

DolphinCove 5035A Turtle Cove

Unit A sleeps 6 , 1 K suite, 1 Q suite, sleeper couch and day bed. private deck. 1 flight up. It is a 5 minute walk across the road to our private beach.There is also a free shuttle to Englewood Beach/restaurants & bars. Shopping golf and Dearborn Street nearby. Info in quest book. We are 100% in operation.Rebuilt after hurricane Ian 2024 with new beachy furniture. no damage from Helene & Milton. Ping pong, corn hole, board games, beach toys Free laundry in garage C & D BBQ on the patio

The image captures a serene beach scene at sunset, showcasing vibrant hues of orange and pink as the sun sets over the horizon. Silhouettes of two figures are visible on the beach, and a white chair rests in the foreground on the sandy shore.

4.83 out of 5 average rating, 120 reviews

BeachBay SeaHouse (1519)

Best location/value on Manasota Key. 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish from dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass. 1519 Beachway Bungalows has one bedroom with a queen bed and a pull-out sofa. There is a full kitchen and a great outside screened in patio that is shared with SeaHouse 1521.

4.93 out of 5 average rating, 82 reviews

Cottage in Englewood

Luxury Beach Resort Style Cottage

Escape to our 1-bed beachfront cottage, steps from a serene shoreline. Enjoy private beach access, an outdoor shower, and lush surroundings for a secluded paradise. Walk to local spots, indulge in watersports, and unwind in nightlife nearby. Clean and well-equipped, our cottage offers comfort with beach gear, and a private path to the beach. Experience a honeymoon-worthy stay with a spacious bathroom and seamless amenities. It's a worry-free escape. A getaway that goes beyond the ordinary.

4.96 out of 5 average rating, 116 reviews

Townhouse in Englewood

Summer Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

4.98 out of 5 average rating, 120 reviews

Home in Englewood

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $125/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

4.95 out of 5 average rating, 119 reviews

An aerial view captures the lush greenery surrounding a collection of cottages on North Captiva Island. The cottages are nestled among palm trees, with the sparkling waters of the Gulf visible in the background, creating a serene island atmosphere.

Home in Captiva

Steps To Private Beach Captiva Retreat Golfcart

Relax and Reconnect at Our Charming North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly (with applicable fees), it’s easily accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach start making memories!!

An aerial view captures the coastal landscape, featuring a variety of green trees and residential buildings. The beach extends along the shoreline, smoothly transitioning from the expanse of sandy shore to the calm waters, offering a serene environment near the property.

4.95 out of 5 average rating, 21 reviews

Private Beach Access! New! Heron's Walk #4

Just Listed! Walk down to your private access to beautiful Manasota Beach with miles of sandy beach and aquamarine water of the Gulf. The Bayside offers a walking easement to Lemon Bay. Perfect for kayak launching. Sunsets are free. Wi-Fi, beach towels, umbrella & beach chairs are here ready for your visit. Newly updated space with granite and stainless steel appliances. The bathroom features a separate shower and vanity/sink area to help everyone get ready for the beach.

4.89 out of 5 average rating, 185 reviews

The covered porch features a row of chairs, offering a relaxing vantage point of the ocean. Lush greenery frames the view, which extends to the sparkling Gulf of Mexico and a cloud-dotted blue sky.

Condo in Englewood

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.

4.96 out of 5 average rating, 101 reviews

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

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.

A serene beach scene captures gentle waves lapping at the shore under a cloudy sky. Soft footprints trail across the sandy beach, reflecting the tranquility of a quiet seaside. The horizon blends hues of gray and blue, creating a calming atmosphere.

4.92 out of 5 average rating, 112 reviews

Starfish 1A. Walk to Gulf Beach!

Stay at this beautifully remodeled 2 bedroom with sofa bed apartment that is just steps away from the sunny beach. Waiting on power. We had no property damage. We will be housing victims and workers first. Currently making a list. This property consists of 8 units that sleeps 36 people. Have a large group? We have 8 units on the same property.

4.83 out of 5 average rating, 12 reviews

Home in Captiva

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games

Discover the allure of Beach Paradise, a brand-new listing boasting unparalleled luxury. This recently furnished 4-bedroom rental property rests directly on the pristine Gulf of Mexico shores, nestled amidst lush tropical surroundings adorned with swaying coconut palms and pristine white sands adorned with exquisite seashells.

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What guests are saying

Key Condo located on Manasota Key

4.9 out of 5 average rating, 60 reviews6 days ago

This is the third time I've rented in this complex. The location is unbeatable - private beach, beautiful Gulf view from the beach, beach accessories were in good condition and a bonus kayak to use during the serene mornings. Definitely cannot beat the sunsets! The condo is by far the cleanest I've ever rented via Airbnb - thank you for that! The kitchen has everything - we cooked every meal. There are several restaurants within walking distance. Already booked for 2026!

Condo in Englewood

What guests are saying

Private Waterfront 2 Bedroom Condo

5 out of 5 average rating, 23 reviews2 weeks ago

My daughters & I stayed in Nokomis for a spring break beach trip. Dan's place was exactly as described in the listing. The entire place was clean and tastefully decorated. It had everything we needed for our stay. We used the paddle boards and kayaks during our stay, as well as the beach chairs & umbrella. It was so nice to have everything for the beach available for us to borrow. Nokomis Beach is only a few minutes from the condo. We enjoyed several short trips to Venice for restaurants and coffee shops. Dan responded quickly to any questions I sent. We had an excellent stay at Dan's and would definitely stay there again!

Condo in Nokomis

What guests are saying

Casa Torre 2 - 2 Bed 1 Bath

5 out of 5 average rating, 3 reviews13 months ago

We had an incredible stay at this beautiful vacation home. Bradley was very responsive to messages and he and Derek were in the area and frequently asked if we needed anything during our stay. We have never had such a positive experience with vacation owners as we had with the owners during this trip. The property was gorgeous, clean, and completely modern with updated appliances and wonderful views of the ocean water from the deck- we spent a lot of time hanging out there because it was so comfortable and clean. The amenities were great and the owners truly thought of everything from small touches of a welcome basket to toiletries, linens and towels- it was more than we expected. It was an amazing vacation and we would definitely rent from Casa Key LLC again!

Home in Englewood

What guests are saying

Sandy Beaches minutes away. Fun in the sun Resort

5 out of 5 average rating, 6 reviews9 months ago

We booked this Airbnb last-minute and were pleasantly surprised by the owner's hospitality. She was thoughtful enough to leave lights on for our late arrival and ensured everything was organized for our short stay. The cozy accommodations and responsive communication made our experience smooth and enjoyable. Highly recommend!

Home in Nokomis

What guests are saying

MAY SALE! 149/nt Sarasota BEACH, NEW Yard Pets OK!

4.87 out of 5 average rating, 83 reviews1 week ago

The space was very clean, well-maintained, it felt recently updated and matched the description and photos perfectly. Location was great being about 1 mile from beach parking. The bed was comfortable the kitchen was stocked with enough utensils and dishes. We had a comfortable and relaxing weekend away!

Vacation home in Nokomis

What guests are saying

Beachfront Condo on Casey Key with great view!

4.67 out of 5 average rating, 39 reviews2 months ago

This was our second year to stay in the same unit in Casey Key. We had the same issues with the TV and lights as we did the previous year. Due to that nothing was done, we did bring it up. Natalie acknowledged the issue and was able to secure a small refund. We plan to visit again next year. We love the unit and the area! It was nice to meet our hosts and engage in conversation.

Condo in Nokomis

What guests are saying

"Lost Loon" Oceanfront Cottage by Roxy Rentals

5 out of 5 average rating, 34 reviews1 month ago

Beautiful views from this beach bungalow that provided lots of amenities - comfy beds, plush towels, well-stocked kitchen, beach chairs, etc plus extras like a bottle of wine and sunscreen. We really enjoyed our time here. The only negative was the lack of a solid door on the main bedroom. It’s a slatted closet door so it limited privacy and was not quiet if anyone was in the kitchen. Still, we’d highly recommend it for the location and the completely updated cottage!

Home in Englewood

What guests are saying

Modern Beach Home. 2 Blocks to Beach. 3BD/2BA

4.99 out of 5 average rating, 82 reviews1 week ago

This was our second stay at this fabulous house - and we'll certainly be back if staying in the area! Perfect beach holiday home, host provided everything you could possibly need (plenty of beach stuff and a cart to get it there). Kitchen well equipped and stocked with essentials (coffee & filters!/spices/food storage etc. - even a outside grill and tools). Can't recommend highly enough!!

Vacation home in Nokomis

What guests are saying

Florida Getaway

5 out of 5 average rating, 24 reviews2 months ago

We loved this private oasis! Our sons loved swimming, throwing darts, and hanging out on the lanai. It felt like their private hangout. The neighborhood is very peaceful with low traffic, so you can go for a walk without issue (there are no sidewalks). The house was spotlessly clean, and felt very comfortable, with so many thoughtful touches. Beds were very comfortable. We would love to stay here again. The only possible issue would be to understand the area. You will drive to get to anything, and a beach is about 30 minutes away. This is a residential area. But we knew that in advance and enjoyed such a fun and relaxing time. It was only a 10 minute drive to visit relatives at Maple Leaf. Highly recommend checking out Navigator’s bar for food & drinks with live music on the Peace River, about 20 minutes away. We also did their airboat tour which was very fun. 3 Pepper Burrito is great too. Overall, a fantastic time and GREAT value for your dollar! You will love it!

Home in Port Charlotte

What guests are saying

Beach house

4.88 out of 5 average rating, 32 reviews3 months ago

Jaime’s place was fabulous! It was spacious and super-comfortable ~ plenty of indoor and outdoor space to hang out, and such a short walk to the beach. The kitchen was well-equipped for cooking, the wifi was fast and the street was quiet. Jaime was very responsive with any questions and easily accommodated our request for early check-in. The stay far exceeded our expectations! We didn’t want to leave the Airbnb :) though we did because it was nearby so much beauty! Thank you, Jaime!

Home in Nokomis

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Popular amenities for Little Gasparilla Island beach access rentals

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Free parking on premises

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Apartment rentals with beach access

4.95 out of 5 average rating, 58 reviews

A spacious living area features a dark sectional sofa adorned with aqua accent pillows. A light-colored armchair complements the seating arrangement. Sunlight filters through the white plantation shutters, illuminating the wood flooring. A small table can be seen in the background.

Apartment in Venice

Indigo at the Beach 21!

A private dock extends over the clear waters, lined with wooden posts and surrounded by green landscape. The blue sky is dotted with fluffy clouds, while a multi-story condo is visible in the background, adding to the serene waterfront setting.

4.97 out of 5 average rating, 79 reviews

Studio w/ dock & beach access!

5 out of 5 average rating, 214 reviews

The Oz Parlor 2.9 mi beach hot tub pool

4.92 out of 5 average rating, 166 reviews

A bright living area includes a cozy sectional sofa and a round dining table adorned with a simple green centerpiece. A wall-mounted television displays scenic imagery. Natural light fills the space through multiple windows with shades, creating a welcoming environment.

Apartment in Boca Grande

2 Bedroom Flat: Downtown Boca Grande:#1

An outdoor pool area is surrounded by palm trees and lounge chairs, with a spacious pool deck laid with stone tiles. Clear blue water reflects the sky under bright sunlight, creating a refreshing atmosphere for relaxation.

5 out of 5 average rating, 6 reviews

Beach Getaway - Palm Manor

4.83 out of 5 average rating, 6 reviews

A serene sunset view is captured from a screened lanai, framed by palm trees. The colorful sky reflects over the waterway where boats are docked, creating a peaceful ambiance. Decorative sea life motifs are displayed on the walls, enhancing the coastal theme.

Apartment in Cape Haze

Condo w/ Marina and ICW views

A wooden pathway leads down to the waterway, bordered by lush greenery and tropical plants. The scene is framed by a staircase and surrounding landscaping, creating a welcoming approach to the waterfront.

4.8 out of 5 average rating, 5 reviews

Turtle Bay 3B Bay Breeze Retreat

4.93 out of 5 average rating, 43 reviews

A cozy living area features a pair of blue sofas accented with vibrant orange cushions. A circular coffee table is placed in the center, complemented by a decorative bowl. Light-colored walls and framed artwork add a touch of charm, while a doorway leads to additional space.

Apartment in Venice

Casetta By The Sea, Walk to Venice Beach

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House rentals with beach access

4.91 out of 5 average rating, 11 reviews

An aerial view showcases a coastal neighborhood with vibrant houses nestled along the shoreline. The bright blue Gulf of Mexico shimmers in the background, while the clear sky frames the scene. Lush palm trees and well-maintained properties contribute to the inviting atmosphere.

Home in Englewood

ManasotaKeyHouse 4bed/4bath, steps to the Beach

5 out of 5 average rating, 8 reviews

A wooden dock extends over calm waters, with boats moored alongside. Lush greenery borders the scene, and distant homes can be seen on the horizon. The sky is clear, contributing to the serene atmosphere of the waterfront setting.

Home in Placida

Bay view and possible two family rental!

4.95 out of 5 average rating, 75 reviews

Home in Englewood

Welcome to one of Florida’s best hidden gems! A beautiful beach home with private beach access, a butterfly garden and a game room. Enjoy a dream stay by the sea in one of most beautiful Keys in Florida.