Holiday rentals with a pool in Sanibel Island

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!

Value · Location · Comfort

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.

Value · Location · Pool

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!

Value · Location · Getting around

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!

Family · Value · TV

Seashells 34-Sanibel 2BR Condo Short walk to Gulf

Seashells of Sanibel Unit 34. All NEW! Fully renovated w/Full Kitchen. Located directly across West Gulf Dr from the Gulf, a short stroll along Seashells' private path to tranquil beaches. This 2BR-2BA condo is a private end unit with all the bells and whistles. Primary BR offers a new, quality king bed + an upscale bath w/ walk-in shower. Guest BR has new full and twin bed, w/2nd full bathroom. Heated pool + pickleball courts. 2 bikes, linens, towels, beach buggy, 3 smart TVs all included.

Family · Location · Hospitality

Sanibel Beachfront Condo | Shelling Paradise

Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Family · Value · Hospitality

Poolside elegance!

This enchanting newly renovated ground floor unit is located directly adjacent to the pool. The unit is stylishly appointed with new furniture and original local artwork. Master bedroom with king size bed, walk-in closet and private bath. Open and airy living room with sleeper sofa and flat screen TV. Sun filled kitchen with counter stools opens to DR with sliders to the enclosed lanai. W/D off kitchen. Charming guest room with two full sized beds. All this minutes to the beach.

Value · Location · Pets

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Family · Location · Outdoor spaces

Luxury Gulf View Condo + Steps to the Beach

Welcome to our corner penthouse at Shell Island Beach Club, where vaulted ceilings, panoramic Gulf views, and an abundance of natural light create the perfect island retreat. Enjoy your morning coffee on the private lanai while watching the sunrise over the Gulf with the historic Sanibel Lighthouse in the distance. The beach boardwalk is just steps from the building, making it effortless to spend your days shelling, swimming, biking, or simply relaxing by the heated pool and hot tub.

Family · Location · Comfort

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.

Family · Value · Heating

Luxury Penthouse Rooftop Patio! Pointe Santo

This Pointe Santo rooftop patio Townhouse offers stunning Gulf views, a spacious private terrace for dining and lounging, and direct beach access. Enjoy sunsets, sea breezes, and resort amenities like a pool, hot tub, and lush tropical grounds—all from a stylish, comfortable coastal retreat. After almost 3 years of rebuilding from Hurricane Ian we are back up and running all new! Come relax in the sun!

Location · Family · Comfort

Sea La Vie

Nestled in the exclusive Kings Crown condominium complex on the quiet west end of the island, this luxurious 2-bedroom, 2-bathroom newly remodeled condo offers direct beachfront access and breathtaking gulf views. It's perfect for creating unforgettable family memories! Step out of the door to miles of pristine shoreline, renowned for world-class shelling and gentle waves ideal for kids.

Family · Location · Nearby