
Holiday rentals with a pool in Lee County
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Top-rated rentals with a pool in Lee County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

The Blue Pearl
**New Listing discount*Experience waterfront living in this serene Cape Coral retreat! Perfect for families, this 3-bedroom home features a private, pool and a dock equipped with boat and jet-ski lifts, along with direct canal access to ocean for fishing or boating. Enjoy sunrise coffee by the water or sunset swims in the pool. Spacious, peaceful, and close to local attractions, this home is ideal for creating lasting memories. the whole family to this great place with lots of room for fun.

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!

Modern Downtown Luxury Home with Heated pool
Enjoy a stylish experience at this centrally-located place. Relax by the pool in this grand beautiful 3 bedrooms 2 baths house with everything you could imagine that will make your stay memorable. Close to the Marina, supermarkets, restaurants and boat tours and a very short ride to the beach. No pets allowed no service pets owner is allergic. Pool is heated but there is an additional price of 150 dollars to use the heated pool. Nightly Prices have been adjusted so you do not have extra fees.

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

NEW!Pelican Paradise Retreat - Gulf Access
Discover Pelican Poolside Retreat, a tranquil getaway located on a picturesque canal in SW Cape Coral. This spacious home is equipped with all the amenities you need for a truly restful vacation. Soak up the sun by the pool, unwind in the cozy interiors, and end each day with awe-inspiring sunsets. Welcome to your ultimate relaxation haven, where everyday worries fade away and unforgettable memories are made. Private & Pet Free. Past host reviews mentioning pets are from a different property.

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

"The Mac" Beach House! Premier Location! Pool/Spa
Breathtaking sunsets await from the second story and third story lanais overlooking the beautiful bay. This gorgeous Spanish-style home located steps from the white sand at Bonita Beach provides a perfect getaway for groups of all sizes! This home features a premier location and luxury stay all in one! Walk to the beach and enjoy food, drinks, paddleboard, jet ski or lounge rentals just a few steps away at Doc's Beach House or stroll down to great local restaurants just mins from the door.

Villa510~3 En-Suites~Gulf Access, Heated spa~pool
Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

Bonaire Grand Luxury Villa
Experience a 5 star Luxury experience at the Bonaire Grand Villa. The villa was designed as a vacation rental with high end finishes and the ultimate guest experience in mind. The location is perfectly situated in an upscale riverside hamlet, 10 minutes from Fort Myers Beach and Sanibel Island with downtown Fort Myers 15 minutes away. The 5 bedrooms and 3 bathrooms provide ample space for a large group to enjoy. The heated pool and 3 balconies that over look scenic views do not disappoint.

Boater’s Paradise: No-Bridge Gulf Access & Pool
⚓ Direct Gulf Access (No Bridges): Cruise to open water! 🏊♂️ FREE Heated Pool: Waterfront views, zero daily heating fees. 🛏️ Group Oasis: 4BR | 3BA | 7 Beds (Sleeps 13 comfortably). 🎣 Outdoor Living: Fish from your dock, BBQ & spectacular sunsets! 🐾 Pets Welcome & Fast Wi-Fi! 🚙 Massive Parking: Room for boat trailers! 📍 Location: Heart of Matlacha, minutes to Cape Coral. ⚡ Prime season dates book fast. Lock in your direct water access and reserve your dates today.

Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Top Location, next to Waterpark, Bowling, MiniGolf
Your family will be close to everything when you stay at this centrally-located place. The house is walking distance from Sun Splash Waterpark, Bowlero Bowling, Tropical Breeze Fun Park Mini Golf, Saratoga Lake Park and Playground. A few steps further you find restaurants, ice cream stores, and supermarkets. The house is located directly on the canal, has a heated pool, and allows you and your family to unwind and relax while being in the heart of Cape Coral.
Popular amenities for Lee County rentals with a pool
House rentals with a pool

Family Tropical Fun Escape: Heated Private Pool!

Luxury Waterfront Home/Hot Tub/BBQ | 8 Guests

***Relaxation Awaits*** Heated Saltwater Pool Home

Blue Laguna - Vacation in paradise!

Trendy 3b/2b prestige location home with a pool!

Elite Living | Kayak | Joy Pool | Outdoor Kitchen!

Waterfront Oasis w/ Heated Pool, Spa & Boat Dock

Ocean View Pool Home, Private Dock Access for Boat
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

View of Gulf, Steps to Beach@The Turquoise Turtle

2nd Floor Beachfront Condo Sanibel Harbour

Breakers West B1, Steps to the Beach!

Ft. Myers Quaint Getaway! Minutes from Beach!

Deluxe Views Condo Cape Coral Dining & Activities!
Other holiday rentals with a pool

Renovated 4/4 with Fishing, Pool, Boating, Beach

TikiTime Tropical Riverfront Retreat

Villa Sunset Serenade II

Luxury Waterfront Home • Pool • Dock • Near Beach

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

Classy in the Cape

Waterview! 5 bdrms! 10 minutes to Fort Myers Beach

Pool, Beach, Yacht Club, Island & Much More!
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