
Vacation rentals in Useppa Island
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Top-rated vacation rentals in Useppa Island
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Boater’s Paradise in Bokeelia!
Welcome to Bokeelia! Forget your worries in this spacious and serene space. Beautiful Newly Remodeled Home located right On the Water with Boat Lifts & Dockage, and plenty of parking for All Come and enjoy a Relaxing and Comfy Home. Boaters! We are across the street from the Public Boat Ramp, Minutes to Captiva & Sanibel Islands, Cayó Costa, Cabbage Key, and Boca Grande which is known for its sugar sand Beaches. Best of all, Amazing Fishing in Florida aka “Tarpon Fishing Capital of the World!”
4.91 out of 5 average rating, 47 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.
4.96 out of 5 average rating, 49 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!
4.99 out of 5 average rating, 266 reviews
Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!
4.91 out of 5 average rating, 143 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.
5.0 out of 5 average rating, 24 reviews
Panoramic Gulf Views | Heated Pool | Beach
🧭 The Compass Rose | Beach Getaway 🌴 Welcome to our 4 bed, 3 bath island retreat. Room for 10 guests with a private heated pool. ✔️Rooftop deck ✔️ Screened in porches ✔️4 king beds and 3 full baths ✔️2 carts, 4 kayaks, beach gear, ping pong, foosball, cornhole and Golden Tee ✔️Gourmet kitchen with oven, cooktop, and multiple fridges ✔️50 yards to the Gulf beach - walk or drive, its your choice Settle in, head for the beach, and enjoy the pool and game spaces at your own pace.
4.94 out of 5 average rating, 31 reviews
Blue Heron * fish, boat, wine, dine, relax, repeat
Welcome to the Blue Heron. This beautiful home will win your heart - a place to create amazing memories. Located in Bokeelia, this home offers tranquility and is the perfect spot to boat from, fish, enjoy family time, and simply relax. There are 2 boat docks and a boat ramp close by, we have kayaks and paddle boards to explore the waterways, bikes to explore the island, or stay home and make the most of the heated pool, fish from the dock, or hang at the private tiki bar!
4.85 out of 5 average rating, 82 reviews
Seashell Escape: Heated Pool•Golf Cart•Pool•Truste
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! ⭐ Dedicated guest concierge to help you plan your perfect vacation! 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🏊 Private heated pool 🛥️ Shared boat dock - ask about availability. 🚗Golf cart included! 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, games 💻 Fast Starlink internet 🐶 Pet-friendly ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities
5.0 out of 5 average rating, 69 reviews
Beach Getaway + Golf Cart & Club Access
HOST PAYS AIRBNB FEE Golf Cart and Club amenities Included 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(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and proximity/ steps to the beach
4.94 out of 5 average rating, 156 reviews
Luxury Retreats at Boca Grande - Boca Bay Watch
Watch the yachts cruise by en route to and from Miller's Dockside, while rocking on your private and serene breeze-filled balcony. Boca Bay Watch sleeps 8 and has 3 bedrooms and 3 bathrooms. This charming villa is a quick walk or golf cart ride downtown Boca Grande for shopping and dining. It is a most idyllic and exclusive community. Very walkable area allows for viewing of local palms and birds and exotic wildlife in addition to local attractions.
4.88 out of 5 average rating, 43 reviews
Bountiful Bokeelia
Hi! Swimming pond closed until November. Snowbirds welcome, availability Winter 2027. Forget your worries in this spacious and serene oasis. Professionally decorated, Coastal Chic, extremely quiet, 3 acre fenced and gated property off the beaten path on Pine Island. So close yet so far away! The immediate mainland has all that you could possibly need. The property boasts a unique natural swimming pond. Pet paradise!
5.0 out of 5 average rating, 43 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.
4.98 out of 5 average rating, 144 reviewsPopular amenities for Useppa Island vacation rentals
Useppa Island island rentals

Best Views & Beach on Captiva - Jensen's “On the Gulf” - Casual Lux - South Beach Suite 3
4.75 out of 5 average rating, 8 reviews
Most sought after resort on magical Sanibel Island
5.0 out of 5 average rating, 3 reviews
Stunning Views - Casual Lux Décor - Directly on the Beach - Jensen's “On the Gulf” - North Beach Suite 2
4.88 out of 5 average rating, 8 reviews
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
4.67 out of 5 average rating, 15 reviews
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
4.47 out of 5 average rating, 34 reviews
Dramatic Gulf View Penthouse - Casual Lux Décor - Jensen's “On the Gulf” - Suite 5
Useppa Island house rentals

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10
4.96 out of 5 average rating, 100 reviews
Waterfront Oasis with Boat Lift & Hot Tub
5.0 out of 5 average rating, 50 reviews
Cape Coral Paradise Villa W/ Heated Saltwater Pool
4.98 out of 5 average rating, 48 reviews
Key West Style Home w/ Hot Tub & Boat Lift
4.96 out of 5 average rating, 90 reviews
Island Paradise- Big Hot tub, Bikes, Ocean fishing
4.97 out of 5 average rating, 72 reviews
Dolphin Cottage | Beach front | Sunset Cruise
5.0 out of 5 average rating, 3 reviews
2/2 SandDollars, CLUB, Boat Slip
4.94 out of 5 average rating, 66 reviews
Bokeelia Daydreamin' 4 bedroom with Pool!
5.0 out of 5 average rating, 4 reviewsOther great vacation rentals in Useppa Island

Waterfront Matlacha Cottage - Sunsets & Fishing!
4.93 out of 5 average rating, 58 reviews
"House by the Sea"
4.73 out of 5 average rating, 82 reviews
NamaStay - Luxury 4BR w Private Heated Pool
5.0 out of 5 average rating, 24 reviews
Waterfront Heated Pool | Game Room | Mini Golf
5.0 out of 5 average rating, 63 reviews
Cayo Costa Paradise Found
4.93 out of 5 average rating, 27 reviews
Classy in the Cape
5.0 out of 5 average rating, 83 reviews
Car-Free Island Escape | Pool, Spa + Golf Cart
5.0 out of 5 average rating, 31 reviews
Peaceful Lakeview Retreat / Screened Porch & Bikes
5.0 out of 5 average rating, 49 reviewsDestinations to explore
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