Holiday houses in Useppa Island

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Top-rated holiday rentals in Useppa Island

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

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Top Guest favourite

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

Home in Captiva

4.96 out of 5 average rating, 49 reviews

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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Top Guest favourite

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Cape Coral

4.99 out of 5 average rating, 252 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

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Top Guest favourite

An open-concept living area is highlighted by a large dining table and a breakfast bar with stylish seating. Sunlight fills the space through a wall of windows, revealing captivating views of the ocean. A comfortable seating area with ocean tones invites relaxation.

Home in Captiva

5 out of 5 average rating, 22 reviews

Windows on the Water "W.O.W." on North Captiva

Our renovated home on North Captiva is named "Windows on the Water" because of the spectacular wall of windows facing a pristine, white sandy beach and Captiva Pass. Relax inside or outside on your very own beach, and enjoy views of Cayo Costa Island, sailboats and wildlife including pelicans, manatees and more! We are on the beach and adjacent to 4 acres of private, undeveloped land which makes our home feel peaceful and secluded. 10/10 and 5 star reviews (64+) on the other booking site!

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Top Guest favourite

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

Home in Captiva

5 out of 5 average rating, 17 reviews

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

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Top Guest favourite

Home in Cape Coral

5 out of 5 average rating, 13 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

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Guest favourite

Aerial view of a serene coastal landscape features lush greenery along the shoreline. Gentle waves lap against the sandy beach, with a pier extending into the clear blue water. Bright blue skies complement the tranquil setting, inviting exploration and relaxation.

Home in Cayo Costa

4.93 out of 5 average rating, 27 reviews

Cayo Costa Paradise Found

•This stunning home will be for sale as my wife and I transition to full retirement. • 360”views! • On the beach! • Artsy! .• Sleeps 6 (2 Queen, 2 Twin) • Additional unit on 1st fl. . Hot tub! • Beach combing! • kayaks! • Fishing poles! • Swimming, dolphins,manatees! . Books! . Grill, Utensils, fridge, microwave, plates, cups, glasses • 2 Full bath, 2 1/2 bath, 2 outside showers! • Towels, linens, soap, shampoo! • Fire pit!

FamilyLocationParks

Top Guest favourite

An inviting screened-in patio features a large heated swimming pool surrounded by lounge chairs. Sculptures adorn the sides of the pool, and lush greenery is visible through the expansive windows, offering tranquil views of the outdoors and tranquil ambiance.

Home in Cape Coral

5 out of 5 average rating, 94 reviews

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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Top Guest favourite

An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.

Home in Cape Coral

4.98 out of 5 average rating, 57 reviews

Villa Sunset Serenade II

Komplett renoviert und neu eingerichtet! Erleben Sie die schönsten Wochen in der brandneu durch ein professionelles Designerteam komplett renovierten Villa Sunset Serenade II. Das mit einem tollen Lichtkonzept ausgestattete offene Wohnzimmer mit der nagelneuen großen modernen Küche der Ess- und Kochinsel sowie mit Kamin und Großfernseher. Die große italienische Ledercouch mit den großen elektrischen Sessel erlaubt einen tollen Blick auf den breiten Kanal und laden zum genießen ein.

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Top Guest favourite

A scenic view of the canal-side property showcasing a wooden dock with a boat lift, surrounded by lush tropical vegetation. Sun loungers are placed on a manicured lawn, and the house's screened-in porch is visible, highlighting the tranquil waterfront setting.

Home in Bokeelia

5 out of 5 average rating, 49 reviews

Waterfront Oasis with Boat Lift & Hot Tub

Bask in endless sun at our Jugg Creek canal-front home, a stone's throw from Charlotte Harbor and iconic islands like Captiva and Boca Grande. Dive into 'Old Florida' with unspoiled beaches and cute eateries. Watch dolphins from your doorstep and savor rainbow sunsets. Our beautiful cottage boasts a outdoor hot tub and shower, screened in porch, grill, and kayaks with a kayak launch right on the dock. Docking is on us, with a new dock & 10k pound boat lift available April-December.

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Guest favourite

A charming exterior view of a white cottage is framed by lush greenery and tropical plants. A concrete pathway leads to the entrance, where a deck with seating is visible. White rocking chairs are positioned along the path, inviting a relaxed atmosphere.

Cottage in Bokeelia

4.97 out of 5 average rating, 99 reviews

“The Quarterdeck Cottage” with Dockage!

Other property in this group: www.airbnb.com/h/thewaterside airbnb.com/h/aframeausable Moments from open water and Jug Creek Marina!! This is a fisherman's dream or just relax in the sun. Fresh sheets/towels, grill. Tennis, golf course, library, tennis, yoga, bike ride entire island and beautiful salt water pool just minutes away! Golf carts/kayaks/boats/bikes available at local resources! Jug Creek Marina is a block or so away with fresh seafood, music and sunset views!

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Top Guest favourite

An open-concept living area is showcased, featuring a modern sectional sofa and a sleek coffee table. Large glass doors lead to the outdoor space, allowing natural light to fill the room. A contemporary dining area with stylish fixtures is visible in the background.

Villa in Cape Coral

5 out of 5 average rating, 66 reviews

BRAND NEW Luxury Villa w/Heated and Chilled Pool

Brand new high-end 3 bedroom 3 bath designer home, elegantly decorated with incredible views and direct no-bridge Gulf access. Come and make your lifetime memories in this elegantly appointed executive villa. Located near Matlacha, Sanibel, Fort Myers, and Naples. Extra wide canal with only trees opposite, a salt water lagoon, and just off the spreader canal means incredible solitude and privacy in your elegant oasis retreat.

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Top Guest favourite

A spacious living area is highlighted by a comfortable blue sofa and a glass-top coffee table, resting on a soft area rug. Exposed timber beams and stylish light fixtures create a warm ambiance. A spiral staircase leads to the upper level, while a modern kitchen is visible in the background.

Loft in Boca Grande

4.98 out of 5 average rating, 143 reviews

Beach Loft · King Bed · Adults Only · Boca Grande

A timber-framed loft in the heart of Boca Grande village — king bed up the spiral staircase, village views from above, and everything within walking distance. Adults only: this is the couples retreat in the portfolio. Beach: 120 steps. The Temp: across the street. Hudson's Market: half a block. Golf carts from Gasparilla Adventures — 10% off with your reservation.

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