Holiday rentals with a pool in Sanibel Island

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, 86 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, 94 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.

A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.

5 out of 5 average rating, 43 reviews

Sundial G406 - Brand New w/Beautiful Beach Views

On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

4.97 out of 5 average rating, 125 reviews

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.

Home in Cape Coral

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.

4.99 out of 5 average rating, 232 reviews

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

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!

4.92 out of 5 average rating, 65 reviews

A spacious open-concept living area is showcased, featuring a modern kitchen with an island and sleek cabinetry. Large glass doors provide abundant natural light and views of the outdoors. Rustic wooden beams contrast with the contemporary décor, highlighting both elegance and comfort.

Home in Cape Coral

AquaLux Smart Home

Unwind in style in this spacious and modern home. Here's what awaits you: Smart Home Technology: Control lights, temperature, and even the front door with voice commands or your smartphone for a seamless experience. Heated Saltwater Pool: Take a refreshing dip in the sparkling pool, perfect for year-round enjoyment. Dedicated Workout Area: Maintain your fitness routine with a private space equipped for exercise. Freshwater Canal Views: Wake up to calming water views and the sounds of nature.

A screened-in balcony is depicted overlooking the ocean, featuring a glass table topped with a small plant and wine glasses. In the foreground, woven chairs offer seating, while the background showcases a pool and landscaped area with palm trees and nearby buildings.

5 out of 5 average rating, 16 reviews

Sanibel Condo With Beach Views - Sandalfoot 4B3

Welcome to Unit 4B3 at Sandalfoot Beachfront Condominium, a serene island retreat on the third floor with stunning views of Sanibel Island’s pristine coastline. This 1-bedroom, 1-bath condo offers the perfect blend of modern comfort and coastal charm, just steps from the beach and all that Sanibel has to offer. Located on East Beach near the Sanibel Lighthouse. Sanibel Island is a one-of-a-kind destination, renowned for its world-class shelling beaches, tranquil bike paths, and scenic nature

4.95 out of 5 average rating, 134 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

5 out of 5 average rating, 10 reviews

Relax & Unwind | Loggerhead Cay 302 + Bikes

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, 2 complimentary bikes 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, 42 reviews

A spacious kitchen area features a large island with seating for six. The room showcases modern appliances, a stylish backsplash with circular patterns, and an open ceiling enhanced by natural wood beams. Light colors create a bright and inviting environment.

Home in Captiva

Heated Pool, Golf Cart, Pickleball& Close to Beach

🍹 Outdoor Oasis: Pool, Bar, Games, TV & Shower 🐚 Beach Access: A Short Leisurely Stroll Away 🛥️ Shared boat dock - ask about availability. 🎾Access to club with tennis, pickleball. 🏠 Chic Mid-Century Surf Aesthetic 🛌🏽 Supreme Rest: Westin Heavenly Beds ✅ Gourmet Chef’s Kitchen 🏖️ Premium Beach Essentials: Chairs & Umbrellas 🐶 Pet-Friendly 🧻 Full Amenities: Luxury Toiletries & Supplies 💻 High-Speed Internet 😊 Dedicated 24/7 Local Host Support for a Perfect Stay!

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, 82 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.