
Beachfront holiday rentals in Little Gasparilla Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Little Gasparilla Island
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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.

Super Clean Cozy and Quaint steps from the beach
The best of all worlds, cleanliness and steps from the beach. Avoid the crowds at the public beach in this beautiful private beach with lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further.

Gulf Side Condo Englewood Florida
Monthly bookings will receive a 15% discount at this cozy 2 bed 2 bath condo. The condo has 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 Gulf breezes and sunsets from the porch or the beach.

Siesta Premier Location - The 'Calm of Siesta'
My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

Palm Bay Club! Resort Style Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Cozy 1BR Beach Condo on Siesta Key!
Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

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.

Tropical Island Beach Condo Ferry & Parking Incl.
*FREE Island Grocery delivery/staging Enjoy our Locally Owned and Operated, Newly Updated LGI Condo with Magnificent Views 2 private SW facing decks offer a.m Sun, Gulf, Palm & Pool Views. Beautifully furnished with everything to enjoy your Island time Gated Mainland Parking & Ferry to the Island incl. Walk the Uncrowded shelled beach with Birds, Dolphin and Manitee or Venture out for Prime Fishing & Kayaking SWFlorida has to Offer

Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

"Salt of the Sea" - beachfront and pet friendly!
Brand New to the Rental Market! Experience the ultimate escape at "Salt of the Sea," a charming 1 bedroom/ 1 bathroom beachfront cottage located on the serene Little Gasparilla Island, a unique bridge-less barrier island. Here, you'll find no stores, no restaurants, no bars, and no cars – just pure relaxation and a chance to unplug from the hustle and bustle of everyday life.
Popular amenities for beachfront rentals in Little Gasparilla Island
Pet-friendly beachfront home rentals

Key Condo located on Manasota Key

Dreamview • 1BR - Siesta Key Beach Sunset View

3/2 LGI Gulf Front w/Dock

LG Beach Bungalow on Gulf w/Bay Access & deck too!

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Private Beach, Fishing Dock & Heated Pool Paradise

Ocean view, Totally remodeled, Beach Home!

Modern & Bright Escape: Mins Beach, Pool, Hot Tub!
Beachfront home rentals with a pool

The Honeymoon Suite on Siesta Key Beach

Sea Shell Ocean view On Beach Walk everywhere Pool

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Sarasota Surf & Racquet Club Siesta Key Condo

Private Beach Siesta Key Resort Jamaica Royale

Gulf side condo be on the beach in minutes!

Pelican House 4 bedrooms Free Heated Pool

SK Crystal Classic Avail - Heated Pool, No Bunks
Private beachfront home rentals

Luxury Siesta Key Beach Condo Steps from the Sand

Private Beach Access - Spacious & Modern Gem!

Entire Beachside Condo! Don’t worry Beach Happy!

Beach Retreat - Jamaica Royale Unit #52

Sunflower House - PRIVATE - Directly on the Gulf!

Sunset Hideway steps from beach-stand alone condo

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

Turtle Nest Retreat - Manasota Key (upper unit)
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Apartment rentals Little Gasparilla Island
- Villa rentals Little Gasparilla Island
- Rentals with outdoor seating Little Gasparilla Island
- Flat rentals Little Gasparilla Island
- Pet-friendly rentals Little Gasparilla Island
- Rentals with a kayak Little Gasparilla Island
- Rentals with a firepit Little Gasparilla Island
- Rentals with a washing machine and dryer Little Gasparilla Island
- Rentals with pools Little Gasparilla Island
- Fitness-friendly rentals Little Gasparilla Island
- Family-friendly rentals Little Gasparilla Island
- Rentals with beach access Little Gasparilla Island
- Rentals with a patio Little Gasparilla Island
- House rentals Little Gasparilla Island
- Waterfront rentals Little Gasparilla Island
- Rentals with a hot tub Little Gasparilla Island
- Cottage rentals Little Gasparilla Island
- Beachfront rentals Charlotte County
- Beachfront rentals Florida
- Beachfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- River Strand Golf and Country Club
- Manasota Key Beach
- Englewood Beach
- Point Of Rocks
- Lakewood National Golf Club
- Myakka River State Park
- Marie Selby Botanical Gardens
- Stump Pass Beach State Park
- Blind Pass Beach
- Spanish Wells Country Club
- South Jetty Beach
- Tara Golf & Country Club




