Vacation rentals with a pool in Manasota Key

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN

Luxury beach house with pool in a charming old-FL beach town, one of FL’s best kept secrets! New kitchen, 2 covered balconies & a walled backyard oasis. Spend sunny days by turquoise waters of the Gulf & host a cookout on the covered patio & pool. Enjoy the sea breeze while sipping your favorite beverage on the covered balcony off the living area. Lounge in style in the patio or go for a swim in the 6’ deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Luxury Oceanfront Condo

Beautiful ocean front condo nestled on the private beach. This immaculate 2/2 condo is situated right on the sand and waves! Spend your mornings on the ocean view deck to sip your coffee, day on the beach, or dinner on the patio/fire pit or grilling station! Milazzo Beach House is walking distance to restaurants, bars, kayaking, & more. In unit amenities: coffee bar, 10X10’ umbrella on main balcony, washer and dryer, walk in master closet, heated pool, beach chairs, pool noodles, in unit.

Beach Retreat, Pool, Golf Cart, Sauna, Cold Plunge

Your dream beach getaway awaits at Sunset Beach Retreat, on Manasota Key— 2 blocks from the beach! Whether you’re planning a family vacation or a girls’ weekend, this retreat has everything you need for relaxation, adventure, and unforgettable memories. Unwind and recharge with our heated pool, 5-person infrared sauna, and cold plunge. For those who love to stay active, enjoy our kayaks, kids play set, bicycles, putting green, or rent our 6-person golf cart to explore the island in style.

The Oz Tree House over looking Hot tub, Pool

The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

Bay Breeze @ManasotaKeyCondos

We are welcoming guests post Hurricane Milton! Please note that the El Galeon East dock is in process of being rebuilt. Timing is July 2025. COMPLETELY RENOVATED IN 2024! 1st floor, open floor plan, end unit. This unit overlooks beautiful Lemon Bay and the end unit position lends to a unique panoramic view. Less than two minute walk to the Gulf Beach and just steps away from our heated swimming pool and the island's best restaurants.

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

Waterfront Villa Shellflower with private pool

Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.