Some info has been automatically translated. Show original language

Holiday rentals with a pool in Estero Bay

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Estero Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
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
4.97 out of 5 average rating, 132 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.

Guest favourite
The sunset casts a warm glow over a tranquil saltwater pool, with palm trees reflected in the water. A spacious screened lanai surrounds the pool area, featuring lounge chairs and lush greenery. The calm canal adds to the serene atmosphere.
Home in Cape Coral
4.92 out of 5 average rating, 24 reviews

Sea you at the Cape

Sea You at the Cape, the perfectly located SW Florida getaway. Enjoy this stunning home on a wide canal. Watch the boats go by from your saltwater infinity edged pool, hot tub, or from the newly renovated interior. This home will help you breathe easier, laugh more, relax, and rejuvenate. Then hop on the provided kayak or bicycles to explore Cape Harbor and the many restaurants, shops, bars, and activities of Cape Coral. By boat enjoy the gulf and beaches just a mere 20 minutes away. Enjoy!

Guest favourite
A panoramic view of the waterfront showcases the calm waters, with a small boat and several kayaks navigating along the shoreline. Various buildings line the coast, surrounded by lush greenery, while the distant horizon meets the sea under a partly cloudy sky.
Apartment in Fort Myers Beach
4.9 out of 5 average rating, 97 reviews

Enjoy your own private Beach

Building re-opened 1/ 1/2025 after Hurricane Ian. We have discounted our pricing . There is work on a new bridge to Ft Myers Beach, Lobby area does not have furniture yet, Tiki huts are not in yet. Unit is fine. Connects to Lovers key state park- Enjoy hiking & biking trails and kayaking the inland waterway. Enjoy your own Private Beach & Lovers Key State Park. Everything you expect in a Florida vacation Big wide beaches, white sugar sand & uncrowded beaches . Relax and ENJOY Florida

Top guest favourite
Home in Bonita Springs
4.97 out of 5 average rating, 74 reviews

Tropical Oasis: Stunning Pool Home in Bonita

Welcome to your tropical getaway in Bonita Springs! This stunning 4-bedroom, 2-bathroom home features a heated pool with a sunshelf, offering the perfect spot to soak up the Florida sunshine. Centrally located near the Coconut Point Mall, you'll have easy access to shopping, dining, and you're located just 15 minutes from Bonita Beach. Inside, enjoy spacious, coastal-themed living areas ideal for gatherings with family and friends. Your private oasis awaits—book now for a memorable stay!

Superhost
Home in Cape Coral
4.67 out of 5 average rating, 3 reviews

Heated Pool, Gulf Access- Infinity Coral Villa

Infinity Coral Villa Where Endless Adventures Meet Coastal Serenity! Welcome to Infinity Coral Villa, an exquisite retreat in Cape Coral, where the beauty of Southwest Florida unfolds in endless possibilities. This stunning villa invites you to dive into a world of relaxation and adventure, with its prime waterfront location and charming coastal design. Perfect for families or friends seeking an unforgettable escape, Infinity Coral Villa promises a vacation that feels infinite in joy.

Top guest favourite
Holiday home in Naples
4.99 out of 5 average rating, 156 reviews

75"TV, World Tennis Club, Beach 4ml, Sauna, HotTub

🌐 Guests recognize us as Catch of Naples — read the reviews and see why active travelers choose us! ✨ Introducing Catch of Naples ✨ 🎾 Stay active at Blue Coral Naples Coastal Home in WTC – with 16 tennis & 4 pickleball courts, 2 pools, hot tub & sauna right in the community! 🏖️ Just 4 miles to Naples beaches & 10 min to downtown dining. 🚲 Bikes, beach chairs & umbrellas included for endless outdoor fun. 🌴 Relax on the lanai while kids play safely in our gated community.

Top guest favourite
The private pool area features a screened lanai with bright blue skies overhead. A pink flamingo float and other colorful inflatables occupy the water, while cozy outdoor furniture is arranged nearby, inviting relaxation and enjoyment by the poolside.
Home in Naples
4.97 out of 5 average rating, 31 reviews

New Furnishings! 3 BR/ 2 BA Pool Lush Water Views

Escape to a coastal paradise here at our 1872 sq. ft. 3-bed/ 2-bath house, nestled a mere 15-minutes’ drive from Naples Beach! Experience the joy of leisurely days in the backyard, basking on sun loungers or cooling off in the private pool, all while enjoying open-air barbecues surrounded by cozy outdoor furnishings. Extra perks await, including a smart HDTV in each bedroom, a fully stocked kitchen, and access to resort facilities including multi-sport courts and a playground!

Superhost
Home in Bonita Springs
5 out of 5 average rating, 3 reviews

Beachside Bliss – Walk to Beach + Pool & Dock

As soon as you step inside, the world slows down. Gentle coastal breezes, modern interiors, and the tranquil rhythm of the canal welcome you to your luxurious escape. Whether you're sipping wine on the dock, paddling through calm waters, or soaking in sunset views from the poolside loungers, this home invites you to unwind your way. With seamless indoor-outdoor flow throughout, it’s designed for connection, comfort, and a splash of indulgence shared with your favorite people.

Superhost
A welcoming exterior view of the property showcases a light-colored house adorned with a vibrant fish mural. Lush greenery surrounds the yard, which features a manicured lawn and palm trees. A driveway leads towards the entrance, with glimpses of the canal visible beyond.
Home in Saint James City
5 out of 5 average rating, 3 reviews

Paradise Point

Paradise Point is in one of St James City’s big shady lot neighborhoods (.4 acre) with huge sprawling Oaks, Mahogany’s and plenty of coconut palms and very secluded. (See pic) Complete with screened pool, boat dock with 8k lift, private boat launch, outdoor shower and a huge yard! All very close to everything St James City offers. The house is incredibly quaint with great art pieces and things to look at, a great canal view ( with regular visits by dolphins and manatees).

Guest favourite
Home in Bonita Springs
5 out of 5 average rating, 5 reviews

Spring Creek Hideaway, "Our Secluded Gem" Pool

Welcome to "Our Secluded Gem", your home away from home. Surrounded by fresh air, luscious gardens, tropical palms, and native plants throughout the property. Located on a Canal that leads to the Spring Creek Channel flowing out to the Gulf of Mexico in Bonita Springs. We've taken pride in ourselves to make sure you feel at home and relax while you're on vacation. Bring the whole family, including your fur family to this great place with lots of sun-n-fun. SEE YA SOON!

Guest favourite
A scenic view showcases Bonita Beach, where the soft sand meets the calm blue waters of the Gulf. Lush palm trees line the beach, with a dining area set back from the shore. A vibrant building is visible, providing options for beachside refreshments.
Apartment in Bonita Springs
4.9 out of 5 average rating, 105 reviews

Easy Breezy Too

Steps from the beach! Easy Breezy 2 is cute, cozy and clean.Unit is stocked with plenty of amenities and extras. Coffee provided for every morning of your stay! Daily vouchers are included for beach chairs set up for you ( VIP service) @ Bonita Jet Ski& Parasail across the street behind Doc’s House. ( a $22 per day value. Umbrella is NOT included) AND as a VIP guest you will also receive a 10% discount on parasailing! Come see how easy breezy it all is!

Top guest favourite
A bright living room features a reclining sectional sofa facing an 85-inch Sony smart TV mounted on the wall. An elegant shelving unit holds decorative items. Large sliding doors lead to the pool area, enhancing natural light in the space.
Home in Bonita Springs
5 out of 5 average rating, 29 reviews

Barefoot Breeze 2

Welcome to Imperial Shores and the beaches of Bonita Springs and southwest Florida. This 2023 BRAND NEW home includes a Master Suite with a king bed and 3 more bedrooms with queen beds. There are three full bathrooms. Barefoot Beach is a mile away. The backyard offers a 3'-6' deep, 12' W x 37' L heated pool, patio furniture and BBQ grill. Less than 30 mins away from RSW (Airport), 10 mins from Coconut Point Mall, and 25 mins from downtown Naples.

Popular amenities for Estero Bay rentals with a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Estero Bay
  6. Rentals with pools