Holiday rentals with a pool in Estero Island

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Top-rated rentals with a pool in Estero Island

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

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Superhost

Home in Naples

5 out of 5 average rating, 3 reviews

Luxe Sunset Splash, Heated Pool, Hot Tub, Beaches

Sunset Splash is a luxury 3-bed, 2-bath (Sleeps 8) vacation rental in Naples, Florida. This gem offers quick access to the world's top beaches, fabulous restaurants, shopping (luxury shopping, too), and more. The property features a brand-new sizeable heated pool, hot tub, BBQ, outdoor shower, hammock, Wi-Fi, TVs in all rooms, dedicated work space, parking, and laundry room. Whether you're looking to relax by the pool or explore the nearby coastal gems, this home offers the best of both worlds

Guest favourite

Home in Naples

4.85 out of 5 average rating, 177 reviews

*Hidden Oasis* Heated Pool w/ Tranquil Spa. Beach!

Welcome to the Hidden Oasis!! Enjoy your very large private backyard with heated pool. Hidden behind the palm trees is your very private soothing Spa(No Jets) that waterfalls into the pool. Loungers, table/chairs and grill w/propane! Eat lunch poolside! There is a fun room inside cottage facing the pool that has its own fridge, swing, table/chairs. The gourmet kitchen is perfect for making meals, mingle around the kitchen island and watch tv. 3 Bedrooms and a pull out sofa. 2 Full Bathrooms.

Guest favourite

Home in Fort Myers

4.91 out of 5 average rating, 32 reviews

Why rent a hotel when you can have a pool home?

Relax with the whole family at this peaceful place to stay. Heated pool with propane BBQ in the pool area. Super spacious kitchen with inside dining for 6 and outside dining for 4 (total seating for 10 persons). No additional fee for pool heating or bbq. Fully fenced private back yard. Some pets allowed at additional cost with approval. Please text through app for animal approval prior to reservation. Please make sure the proper number of persons are on your initial reservation. Piano also.

Top guest favourite

Home in Cape Coral

5 out of 5 average rating, 9 reviews

Pelican Villa, heated pool, 3BR/2BA

Beautiful pool home located off prestigious Surfside Blvd nestled among pricier gulf access homes. Florida living compliment an amazing 44 X 26 screened lanai w/ a & crystal clear heated pool to maximize the Florida sun. Large private master suite w/ pool access features walk in closet & an en suite that rivals most 5 star spas. 2 addition split bedroom share common pool bath. Jaw dropping sunsets included in this amazing home. Close to EVERYTHING, yet far enough away to see stars at night.

Guest favourite

Home in Bonita Springs

4.81 out of 5 average rating, 16 reviews

Stunning Lakefront Heated Pool & Spa House!

Your perfect getaway awaits! Escape to tranquility in our beautifully updated 3/2 lakefront retreat with a heated (optional for a fee) pool and spa! This remodeled peaceful gem is nestled on a serene, private lot with breathtaking lake views. Just 7 miles to the pristine Bonita Beach and minutes from, shopping, and dining. Don’t miss out on this extraordinary retreat where comfort meets nature. Book your stay today and experience the ultimate in relaxation and luxury!

Top guest favourite

Home in Cape Coral

4.98 out of 5 average rating, 124 reviews

Heated Pool/Fully Stocked Kitchen/King Bed

Catch your beach vibes at this newly renovated airy oasis with water views, relaxing lanai and huge heated pool in Cape Coral's desired Yacht Club community! Coastal Jersey Shore girl beach cottage meets Southwest Florida, where your dog babes are welcome! We just renovated the entire house after Hurricane Ian so you'll get to enjoy a brand new kitchen (and huge island), bathroom and luxurious memory foam beds. Our pet fee is $75 per stay. 2 dogs max. NO cats please.

Superhost

Home in Cape Coral

4.93 out of 5 average rating, 101 reviews

⭐️ Newly Renovated 3 Room Home w/Heated Pool⭐️

One story house with private, heated pool and backyard area with privacy fence walking distance to Downtown Cape Coral! We offer a two car garage that includes on an on site washer/dryer. 5 minute walk to several bars/restaurants and a quick drive to Sanibel, Ft Myers, and the airport. Kitchen/dining is stocked with all utensils and dishware you’ll need. New dishwasher and grill and outdoor space is fully lit. Smart TV and fast wifi. Safe and quiet neighborhood

Top guest favourite

Home in Cape Coral

4.96 out of 5 average rating, 159 reviews

Family Oasis: Waterfront Heated Pool & Game Room

This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!

Guest favourite

Home in Lehigh Acres

4.83 out of 5 average rating, 129 reviews

LIVING in PARADISE 🌴 ⛱️ 😎

Hotel accommodations with the comforts of home! Clean and beautiful house. Hot tub and pool, full grill Gazebo,patio for cookouts. Beautiful living room area, with a TV and family space. Dedicated dining room space, equipped with everything needed with a spectacular dinner. Kitchen is fully equipped. King , two queen beds. Beautiful full bathrooms. Close to Downtown Fort Myers, Bell Tower Shops, and Fort Myers Beach.

Top guest favourite

Home in Naples

5 out of 5 average rating, 15 reviews

South Exposure Heated Pool Home

Southern Exposure Heated Pool Home Look no further, this beach bungalow has the most amazing heated pool you will find, surrounded by tropical landscaping that is completely fenced in and private. Enjoy days grilling out by the pool and nights by the fire pit, this home has it all. This beach bungalow has been recently remodeled. The home features premium foam mattresses in every room and beautiful beachy chic decor.

Superhost

Home in Fort Myers Beach

4.95 out of 5 average rating, 126 reviews

Blue Lagoon w/ heated pool-2 min walk to beach

FMB Reg 19-1212 . Hurricane Ian caused damage to the island but the home is back fully operational as it was prior to the storm & beaches look great! Come be part of #FMBStrong! Check the Town of FMB or Chamber Websites for more info. No refunds outside our cancelation policy. TRAVEL INSURANCE IS HIGHLY RECOMMENDED FOR TRAVEL DISRUPTION.

Guest favourite

Home in Cape Coral

4.95 out of 5 average rating, 57 reviews

Casa Sevilla, heated pool, sleeps 9, 4/3, pets F

Relax with the whole family at this peaceful place. House equipped with everything you need to stay happy and relaxed in your vacation time, heated pool, game room to entertain the whole family, kitchen fully equipped to make those special dinners, 3 comfortable bathrooms,4 bedrooms, capacity for 9, pets friendly, safe for kids.