Holiday rentals with a pool in Sanibel

An inviting outdoor patio features a sectional sofa with soft cushions and decorative pillows. A coffee table sits in the center, complemented by a lantern. Large windows provide a view of the pool area and landscaped grounds, allowing natural light to fill the space.

5 out of 5 average rating, 84 reviews

View of Gulf, Steps to Beach@The Turquoise Turtle

Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

4.95 out of 5 average rating, 93 reviews

Right on the Beach with the Best Views and Rates!

Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. Sustained min. damage from Hurricane Ian. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

4.95 out of 5 average rating, 117 reviews

Home in Captiva

Welcome to 2025 Renovated Paradise on Captiva!

Welcome to your dream getaway in this 2025 beautifully updated, turnkey Key West-style home located in the heart of Captiva Island within walking distance to the village. Nestled in the charming Sunset Captiva community—lined with brick-paver streets—this home offers direct access to award-winning beaches and a private marina on the Bay. Boater’s Paradise? Immediate availability for the brand-new HOA-maintained boat docks. Or spend your days relaxing in the oversized, heated resort-style pool.

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 124 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

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.

4.99 out of 5 average rating, 230 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!

5 out of 5 average rating, 14 reviews

An aerial view captures the surrounding neighborhood of Mangoes, showcasing lush greenery and winding roads. The retreat is positioned prominently among other residences, with the structure featuring a distinctive green roof. The coastline is visible in the distance, highlighting its proximity to the beach.

Home in Sanibel

Mangoes (Right Side)

Discover an escape to Mangoes, our Sanibel retreat where luxury and coastal charm intertwine. This haven features a full kitchen, living room, master bedroom with its own kitchenette and bathroom, bluetooth speakers, guest bedroom, and two pull-out couches. We've got you covered with starters — coffee, tea, etc. Step outside to discover an oasis with a HEATED SALTWATER POOL, hot tub and grill. Just a short walk to the beach, Mangoes captures the essence of Florida living—sun, sand, and sea!

4.95 out of 5 average rating, 132 reviews

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

Home in Captiva

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS 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 unbeatable proximity to the beach STAY WITH US

4.9 out of 5 average rating, 121 reviews

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

Home

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.

4.91 out of 5 average rating, 101 reviews

A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.

Home in Fort Myers

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

A bright living area showcases a large window offering a panoramic view of the ocean, with sunlight reflecting off the water. A comfortable blue and white patterned chair sits nearby, alongside a small table and a TV mounted on the wall.

4.94 out of 5 average rating, 81 reviews

Beachfront Residence at Shell Island Beach Club

This is a one of a kind beachfront condo overlooking the Gulf of Mexico. A charming and beachy decor awaits in this sun-filled 2 bedroom, 2 bathroom condo with plush master quarters overlooking the ocean, renovated bathrooms with granite counter tops, upgraded kitchen with stainless steel appliances and a spacious guest bedroom featuring 2 comfy twin beds. Nestled within the unique Shell Island Beach Club, you're just a few feet away from Sanibel`s famous Lighthouse beach.

5 out of 5 average rating, 8 reviews

Relax & Unwind | Loggerhead Cay 302

Take it easy at this unique and tranquil getaway.Relax and unwind at Loggerhead Cay 302 — a bright, beachy end-unit in one of Sanibel’s most sought-after communities. Just steps from the sand, this spacious condo offers coastal charm, a fully equipped kitchen, and all the comforts of home. Enjoy access to a large heated pool, tennis & pickleball courts, beach gear, grills, and more. Hosted by a 5-star Superhost who’s here to make your stay seamless and memorable.

4.98 out of 5 average rating, 54 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

Popular amenities for Sanibel rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A covered outdoor space features a heated saltwater pool bordered by wide stone tiles. Comfortable lounge seating is seen under an umbrella nearby. Lush greenery and canal views are visible beyond the pool area, offering a serene setting for relaxation.

5 out of 5 average rating, 58 reviews

Coastal Cowgirl - Heated Pool

A spacious heated pool invites relaxation, bordered by lounge chairs and a vibrant red umbrella offering shade. The clear water reflects the surrounding greenery, while expansive water views showcase the peaceful canal, enhancing the tranquil outdoor setting.

4.99 out of 5 average rating, 134 reviews

Luxury Waterfront Villa• Heated Pool• Dock• Kayaks

Superhost

Home in Bonita Springs

5 out of 5 average rating, 3 reviews

Family Oasis | Heated Pool + Beach Gear, Kid Ready

5 out of 5 average rating, 40 reviews

An in-ground pool is situated within a screened enclosure, showcasing clear blue water and a lounge float. Comfortable seating arrangements are positioned beside the pool, surrounded by greenery. Ceiling fans are visible overhead, contributing to a relaxed atmosphere.

Home in Fort Myers

Private Heated Pool, 7 minutes to the beach

A spacious bedroom features a wooden bed with a light-colored blanket and accent pillows. Natural light streams through two windows and French doors, highlighting the wood flooring and area rug beneath the bed. A decorative lamp and a nightstand add to the room's charm.

4.94 out of 5 average rating, 187 reviews

Surfside Elegance SW Cape Coral Luxe Vacation home

5 out of 5 average rating, 12 reviews

An aerial view captures the spacious outdoor area featuring a heated pool surrounded by sun loungers. A large deck extends alongside the pool, partially shaded by trellises. The stylish home is bordered by lush greenery, with additional structures visible in the background.

Home in Captiva

Villas in the Air – Elevated Island Living!

4.84 out of 5 average rating, 184 reviews

Home in Fort Myers

Blue Beach Bungalow....

4.94 out of 5 average rating, 17 reviews

A bright sunroom is filled with comfortable seating arranged on a textured area rug. Large windows offer unobstructed views of the beach and palm trees swaying in the breeze. A stylish lamp and decorative cushions enhance the inviting space.

Home in Sanibel

Blue Gulf 201 - Exclusive three bedroom direct gul

Apartment rentals with a pool

A wide expanse of sandy beach stretches under a clear blue sky, with gentle waves lapping at the shoreline. Seagulls are seen in flight and on the sand, while distant beachgoers enjoy the sun. The scene reflects a calm and inviting coastal atmosphere.

4.82 out of 5 average rating, 17 reviews

Beachfront Condo, 2bd/2bath Pet-Friendly

Apartment in Fort Myers Beach

A contemporary living space features a comfortable sofa and a coffee table adorned with decorative items. Large glass doors open to a private balcony with ocean views, allowing natural light to fill the room. Soft colors and minimalistic decor create an inviting ambiance.

4.98 out of 5 average rating, 46 reviews

Beach Sanctuary Condo

4.83 out of 5 average rating, 115 reviews

A modern kitchen features light grey cabinetry and stainless steel appliances, including a coffee maker and microwave. Natural light illuminates the space through a window above the sink, which is complemented by a sleek blue faucet. The countertop provides ample workspace.

Apartment in Fort Myers

Cozy Coastal Escape. Close to FMB and Sanibel

4.91 out of 5 average rating, 56 reviews

A marina view is presented through a screened lanai, with several boats docked along the tranquil waters. Lush greenery and palm trees frame the scene, complemented by a pastel sky reflecting the warm hues of sunset.

Apartment in Captiva

Captiva Sweet Retreat at Bayside Villas

Superhost

A screened lanai features a round glass table surrounded by four wooden chairs with tropical-patterned cushions. Lush palm trees provide a view of the pool area, while bright skies and sunlight enhance the space.

5 out of 5 average rating, 9 reviews

Spectacular Sanibel condo near beach with pool

Superhost

A recently renovated open-concept kitchen and living area feature light wood flooring and modern finishes. A large kitchen island with a blue base provides seating and ample workspace. Natural light enters through the sliding glass doors, highlighting a comfortable seating arrangement adjacent to the kitchen.

Apartment in Captiva

4.88 out of 5 average rating, 25 reviews

Waterfront - Bayside Villas Captiva

5 out of 5 average rating, 37 reviews

A screened lanai features comfortable wicker seating with light blue cushions and a central table, offering an inviting space for relaxation. Large windows showcase breathtaking views of the scenic surroundings, while a ceiling fan adds a cooling touch to the atmosphere.

Apartment in Cape Coral

Stunning Views Penthouse-Waterview King Suite Golf

4.83 out of 5 average rating, 24 reviews

An open-concept living area features large glass windows providing views of the outside. The space is furnished with a light grey sectional sofa and a blue armchair, complemented by a coffee table. A dining area with white chairs is visible in the background.

Apartment in Fort Myers

Sanibel Harbour Resort - 137: Stairs to Beach

Other holiday rentals with a pool

4.98 out of 5 average rating, 92 reviews

A dining area features a long wooden table set for eight, surrounded by sleek black chairs. A sideboard holds decorative items, and large windows provide a view of the outdoors, allowing natural light to enhance the minimalist decor.

Villa in Cape Coral

Luxury Canalfront Pool Retreat w/ Upscale Finishes

4.92 out of 5 average rating, 12 reviews

A scenic balcony view showcases a sunset over the water, framed by wooden railings. Two wooden chairs are positioned on the tiled floor, inviting relaxation while overlooking the vibrant sky filled with oranges and purples, creating a tranquil outdoor setting.

Flat in Fort Myers

Amazing View of Sanibel Harbour

4.97 out of 5 average rating, 31 reviews

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

4.9 out of 5 average rating, 62 reviews

An outdoor lounge area features comfortable turquoise seating arranged around a small table. A palm tree provides shade, while a pink horizon reflects on the water. The sparkling infinity pool is accompanied by a pink floating device, creating a relaxing atmosphere.

Villa in Cape Coral

Tranquil Pool Spa EsCape Villa

A spacious outdoor area is featured, showcasing a heated saltwater pool and hot tub bordered by lounge chairs. A lanai with a screen enclosure provides views of the canal, while vibrant pink umbrellas and bar seating add a touch of color to the serene setting.

5 out of 5 average rating, 72 reviews

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

5 out of 5 average rating, 13 reviews

An aerial view of a coastal neighborhood reveals well-appointed homes bordering a serene harbor. Lush greenery surrounds the area, while boats are docked at a nearby marina. The tranquil water reflects the clear blue sky, contributing to a calming seascape.

Townhouse in Captiva

Sunrise-Waterfront Cottage

4.91 out of 5 average rating, 47 reviews

A comfortable living area features a spacious sectional sofa with decorative cushions. A wall-mounted TV displays vibrant content. Light streams in through sliding glass doors leading to a private balcony, while a neutral-colored wall complements an outdoor-themed artwork.

Flat in Fort Myers

2BR Vacation Condo Near Ft Myers Beach & Sanibel