House vacation rentals in Windermere Island

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Top-rated house rentals in Windermere Island

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Guest favorite

A spacious pool area is surrounded by a wooden deck featuring lounge chairs for relaxation. Two villas are positioned in the background, framed by palm trees against a blue sky. The pool's clear water reflects the vibrant landscape, offering a welcoming space for leisure.

Home in Governor's Harbour

4.87 out of 5 average rating, 23 reviews

Gated compound w/ hot tub and pool. Walk to beach.

*Low cleaning fee. No other host fees. *Discount on rental SUV and tours such as the swimming pigs. *5 minute walk to Airport Beach one of the best on the island. *Superb snorkeling, beachcombing at our beach. *Elevated sundeck w/ stunning ocean views. *Completely fenced property with pool, hot tub, grills and fire pit. *Great location for exploring both north and south. *Wi-Fi, AC, full kitchen, 2 bedrooms / 2 bathrooms, outdoor shower. *Airbnb Superhosts since 2016. Over 900 five star reviews.

Superhost

A colorful beach house elevated on stilts is surrounded by tropical vegetation. The structure features large windows and a shaded porch area, offering a glimpse of the vibrant surroundings. The hammock hangs between palms, creating a relaxed outdoor atmosphere.

Home in Governor's Harbour

4.9 out of 5 average rating, 165 reviews

Cayo Loco Villa Beachfront Deserted PinkSand for 2

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 3 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!

Top guest favorite

A spacious bedroom features a king-size four-poster bed dressed in white linens, complemented by decorative pillows. Natural light floods the room through two windows and glass doors leading to a balcony. A ceiling fan and elegant bedside lamps enhance the serene ambiance.

Home in Governor's Harbour

5 out of 5 average rating, 37 reviews

𓇼Elegant 2BR Villa w/Private Pool & Generator𓇼

Tops House embodies the essence of contemporary island living and exquisite beauty. The home boasts spacious, open-plan living areas that transition effortlessly to charming front verandas and a private swimming pool on the side. Its rooftop deck provides picturesque views of the marine blue waters overlooking French Leave Beach at the bottom of the hill. Tops House is a proud member of the prestigious Governors Harbour Collection, a curated selection of premier rentals in central Eleuthera.

Guest favorite

The open living space features a bright green accent wall, wooden ceiling, and modern kitchen appliances. A comfortable white sofa, adorned with decorative pillows, faces the kitchen area, which includes a washer and dryer. Natural light fills the room through large windows.

Home in Gregory Town

4.96 out of 5 average rating, 160 reviews

Turquoise Oasis (close to the cove resort)

Brand new 2 bedroom, 2 bath house Gregory Town very quiet part of town. A/C rooms modern decor with island vibes. Less than 5 minutes from The Cove resort. Walk to the dock, restaurants, grocery stores and gift shops. The glass window bridge, queens bath and the golden key beach are some Gregory Town"s landmarks and 25 minutes walk or less than 10 minutes drive to all three spots. Our place is good for all, couples, honeymooners, friends, retirees, solo traveler and business travelers.

Superhost

An outdoor deck features a large circular table surrounded by natural wood stools, complemented by colorful hammocks hung for relaxation. Expansive ocean views are visible through large openings, with palm trees softly swaying under the clear blue sky.

Home in Rainbow Bay

4.79 out of 5 average rating, 33 reviews

Luxury Ocean Front with POOL *Rainbow Charm*

**NEW POOL**RAINBOW CHARM is a unique and Luxurious estate feeling property Direct Ocean on the Carribean side of Eleuthera! If you were looking for a home with the most amazing ocean views from every room- you found it! This property is a 3 bdr/2.5b A frame loft home that boasts many activities. Please message for full list of activities! Dual outdoor shower with ocean view, washer & dryer, dock seating, Swings, bikes, hammocks, gas grill, and many more features! Rental car available!

Guest favorite

A private pool with clear blue water is surrounded by a wooden deck, featuring several lounge chairs for sunbathing. The cottage-style house, with light-colored walls and shutters, opens onto the pool area, offering a spacious and inviting outdoor space.

Home in Governor's Harbour

4.93 out of 5 average rating, 43 reviews

3BR Historic Home w/Pool & all Mod-Cons!

Welcome to Flora House! This attractive cottage-style house was built in 1903 when Governor’s Harbour was an important pineapple growing area, exporting to Europe and the United States. Flora House has recently been completely renovated, from top to bottom, and includes everything you need for a comfortable and relaxing stay on Eleuthera! Distances: Beach: 1.4 miles - 17 minute walk (moderate hill) Grocery store: 100 meters - 4 minute walk Restaurant: 150 meters - 3 minute walk

Superhost

A multi-story beachfront house is surrounded by palm trees and tropical greenery. Features a large deck on multiple levels, with outdoor seating and steps leading down to the sandy beach. The bright blue sky complements the home's white exterior.

Home in Governor's Harbour

4.86 out of 5 average rating, 7 reviews

Casuarina Bay Beachfront house, private beach

Casuarina Bay is an exceptionally beautiful eco-friendly hideaway on the island of Eleuthera. The Beachfront house is a multi-story 3-bedroom house with 1000 sq foot deck on 3 sides and spectacular views to the ocean and westward to the incredible Caribbean sunsets.  Our beachfront house afford spectacular views of the Atlantic Ocean from every room, amidst a picturesque grove of coconut palms, colorful hibiscus, fragrant frangipani flowers, sea grape and Casuarina trees.     

Guest favorite

Home in Ten Bay Beach

5 out of 5 average rating, 37 reviews

Beach House on cove of Ten Bay Beach

On the beautiful cove of Ten Bay Beach, Ten Bay Paradise has it all! Breathtaking views, crystal clear Caribbean waters and sunsets. Ten Bay Beach, a 5 minute drive or 2 minute kayak ride away, is a great spot to spend the day. A local favorite, this spot will never feel like a crowded, mainland beach. The house has three bedrooms with ensuite bathrooms, and gorgeous views from both levels of the home. Enjoy the infinity edge pool with ocean views—perfect for a sunset cocktail

Guest favorite

The entrance to Heart & Soul House is framed by white columns and a trellis adorned with vibrant flowers. A gentle pathway leads to the door, surrounded by lush greenery and outdoor seating. The bright blue sky adds a cheerful backdrop to this welcoming entryway.

Home in Central Eleuthera

4.95 out of 5 average rating, 114 reviews

Heart & Soul, Ocean View, Private Pool & Gardens

Heart & Soul - Ocean View House, Private Pool, and Lush Botanical Garden Refresh your Heart & Soul! A private home located just north of Governor’s Harbour on the island of Eleuthera, the Heart and Soul House is your private escape to paradise. This Island retreat is located on top of a hill catching cool breezes and providing a generous views of the water. The Property boasts a sprawling garden, a private pool, covered porch, and views of the Atlantic & Caribbean.

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, 76 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

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, 39 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 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.

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, 34 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.