Vacation rentals in Windermere Island

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Top-rated vacation rentals in Windermere Island

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Top guest favorite
Shaded beach palapas create a cozy retreat overlooking the calm turquoise water. Brightly colored lounge chairs are positioned on the soft pink sand. A couple is captured walking hand in hand along the shoreline, enjoying the tranquil beach scene.
Home in Governor's Harbour
4.98 out of 5 average rating, 126 reviews

Cayo Loco Villa 2 Deserted PinkSand Beach 2 Adults

S2E2 NETFLIX "WORLD'S MOST AMAZING VACATION RENTALS"! Beachfront villa right on deserted secluded pink sand beach! Watch dolphins with your coffee/coconut water/tarts! Beach toys included! Eleuthera means 'freedom'! Tranquil authentic tropical island paradise fusing eco design w/comfort! 1 of 2 brightly colored villas! Beach stroll to dining/bar/pool! Fish/surf/boat/dive/kayak/paddle board/relax! Unspoiled pristine oasis! 1 bed 1-1/2 bath 2 ADULTS ONLY! NO SMOKING/KIDS/LOUD MUSIC/VISITORS/FIRES!

Guest favorite
An expansive deck features a dining table and two lounge chairs, overlooking the sparkling turquoise ocean. The bright sun casts a warm glow across the water, highlighting the gentle waves and nearby sandy beach. Lush greenery frames the scene, complementing the natural beauty.
Cottage in Hatchet Bay
4.86 out of 5 average rating, 155 reviews

Extraordinary Oceanfront Peninsula. Walk to Beach.

*Low cleaning fee. No other host fees. No taxes. *Superhosts since 2016. Over 1000 reviews on Airbnb - 4.95 star average. *Discount SUV rental and adventure tours such as the swimming pigs. *3 minute walk to beaches, bars, restaurants, great central location. *Superb snorkeling and fishing right at our property. *Incredible oceans views of the Caribbean on all sides. *Unique 3 sided peninsula allows for both sunrises and sunsets. *Eagle Rays swim by the deck every day as part of their routine.

Superhost
An open doorway frames a view of the sea, with trees visible in the foreground. The sunlight casts gentle shadows on the tiled floor of the spacious outdoor area, enhancing the connection between the indoors and the serene surroundings.
Home in Savannah Sound
4.78 out of 5 average rating, 18 reviews

House of Love

Welcome to the Place of Peace Estate. The House of Love is the 1st developed property of the estate. This large spacious home is well designed and appointed with 4 bedrooms and 3 1/2 bathrooms. Detailed with high end features including quartz countertops, soft close cabinets, crown molding/trim, 8ft kitchen island with prep sink, 5 burner gas cooktop and energy efficient appliances & lighting. Designed with an open concept living, eating, & kitchen area. This home gives the designer touch.

Top guest favorite
A covered beach deck features four chaise lounges arranged comfortably beneath a thatched roof. The tranquil shoreline is visible in the background, with gentle waves lapping at the white sandy beach under a clear blue sky.
Home in North Palmetto Point
5 out of 5 average rating, 7 reviews

Every Room with A View

Recently remodeled, this cottage is fresh and chic. Walk for miles on the white sand beach, dream in the hammock in the shade of a palm tree, then sip your cocktail on the fully-screened deck. Grill your fresh catch outside or let your creative juices flow in the well-appointed kitchen. Then explore all that Eleuthera has to offer from this central location. RD (2B/2B) can be rented by itself for up to 4 people, or *with Morning Glory (next door) to sleep up to 10* (separate listing).

Guest favorite
A wooden deck overlooks a sandy beach and calm turquoise waters. Two palm trees frame the scene. A pathway leads from the deck to the beach, inviting moments of relaxation and exploration of the shoreline.
Home in Central Eleuthera
4.86 out of 5 average rating, 56 reviews

Your very own piece of paradise!

Welcome to the Lil Red House your very own little piece of paradise. This beachfront home is literally footsteps from the crystal clear waters of the Caribbean. The property is unique in that it has its own natural salt water pool carved out in front of the home where you can snorkel from the home to beautiful coral reefs just a few hundred feet away. The home itself is the definition of "open concept" with a very large living room and kitchen that keep the ocean the focal point.

Guest favorite
An aerial view showcases a coastal cottage surrounded by lush greenery, overlooking a sandy beach and crystal-clear turquoise waters. A staircase leads from the cottage down to the beach, revealing smooth rock formations along the shore.
Home in Governor's Harbour
5 out of 5 average rating, 45 reviews

Ocean Front Home, Banks Road, Governor’s Harbour

A beautiful ocean front cottage overlooking secluded cove on Old Banks Road in Governor’s Harbour between Pascal’s and Twin Cove Beach. It is perfect for anyone seeking a peaceful getaway. New kitchen and marble bath and all modern amenities - generator, AC, Starlink WIFI, 4K smart TV, AppleTV, propane gas BBQ, fully-equipped kitchen with new appliances including dishwasher, Alexa, two new decks overlooking the ocean and elegant styling. The cove is a snorkeler’s paradise.

Top guest favorite
A modern kitchen is illuminated by natural light, featuring sleek white cabinetry and stainless-steel appliances. A central island with three white bar stools offers space for dining. Decorative plants and a blue accent piece enhance the bright atmosphere.
Home in Central Eleuthera
5 out of 5 average rating, 80 reviews

2BD 2BA Ten Bay house, 2 mins to Beach, Generator

Welcome to Tipsy Palm Villa, a modern 2-bedroom, 2-bathroom 1200 sq. ft. bungalow on Ten Bay residential road, near the Caribbean-facing side of Eleuthera. It is a 2 minute walk to Ten Bay Beach, across a road and down a beach path. Tipsy Palm is a 30 min. drive from GHB or RSD airports. From ELH airport, it is a 1 hour 20 min. drive. Newly installed generator. Please note the house is uses cistern (rain) water. We kindly ask that guests please conserve water.

Guest favorite
A bright and airy living space features a neutral sectional sofa and a glass coffee table. Natural light floods in through large windows, offering views of the turquoise waters. Built-in shelving displays decorative items, while a flat-screen TV is mounted for entertainment.
Apartment in Governor's Harbour
4.98 out of 5 average rating, 104 reviews

Contemporary Upstairs 2BR 2BA Bayfront Apartment

Welcome to The Governor's Harbour Collection - Anchor Point Apartments; an affordable, condo-style development located in the heart of Governor's Harbour, Eleuthera. The complex is comprised of two buildings: One contains 2 one-bedroom apartments and two standard two-bedroom apartments, while the other contains 2 larger, two-bedroom apartment suites. All units are built with covered, outside balconies that offer fantastic views of Anchor Bay.

Guest favorite
A palm tree stands tall against a bright blue sky, overlooking a calm, turquoise sea. Soft sand lines the shore with lush greenery framing the scene, while the tranquil water reflects the serene surroundings.
Home in Central Eleuthera
5 out of 5 average rating, 40 reviews

Beach please! Home on Ten Bay beach w/generator

No Rush @ Sea Dreams is a beachfront tropical paradise for guests seeking romance, privacy, tranquility and adventure. Sunbathe, snorkel, paddle board and kayak from your private beach. Watch sunsets from the seaside palapa, and watch shooting stars on the expansive deck at night. The open concept, modern decor and new appliances include a well-appointed kitchen, plush linen and a generator.

Guest favorite
A comfortable living area features a patterned sofa with pink cushions, a round coffee table, and a light area rug. A dining table with chairs is visible in the background, along with modern kitchen appliances and a sliding door leading to outdoor space.
Apartment in Savannah Sound
4.83 out of 5 average rating, 29 reviews

Tranquility Suites #2

Relax with the whole family at this peaceful place to stay thats just minutes from the beach. This unit consists on 3 bed & 2 bath, washer & dryer, stove, fridge, microwave, and other kitchen appliances, pool (under construction). Just 5 minutes from shops and minutes away from Governors Harbour and Rock Sound Airport. Ideal for persons seeking peace, space, privacy, and tranquility

Guest favorite
A serene balcony view features two white chairs facing a round wicker table overlooking Governor's Harbour. The expansive vista includes clear turquoise waters and palm trees swaying gently in the breeze, creating a tranquil atmosphere for relaxation.
Loft in Governor's Harbour
4.94 out of 5 average rating, 127 reviews

"PINK LOFT", Governor's Harbour

Pink Loft is located on beautiful Governor's Harbour Bay overlooking Cupid's Cay. On the upper floor of a renovated building, the loft has a fully equipped kitchen, spacious bathroom and is beautifully furnished in lively tropical colors and crisp new furniture. Beaches, shops and restaurants are within walking distance, and the sunsets from the balcony are spectacular.

Guest favorite
The kitchen area features white cabinetry, a stainless steel refrigerator, and modern appliances, including a microwave and stove. A countertop with bar stools provides additional seating. Natural light filters through a window above the sink, illuminating the neutral-toned backsplash.
Apartment in South Palmetto Point
5 out of 5 average rating, 9 reviews

Greentop Unit 3

This newly constructed apartment location is a 7-10 minute walk (2mins drive) from the gorgeous beach located Southside Palmetto point. It is fully equipped with Kitchen appliances, pots and pans, dishes bathe and beach towels and bedroom linens. A dreamy destination stay at an affordable price. Also check out our other Greentop units listed.

Popular amenities for Windermere Island vacation rentals