
Vacation rentals with a pool in Manasota Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Manasota Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak
Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

Gulf front romantic cottage in paradise
Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

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!

Englewood Beach Villa - 3 min Walk to the Beach!
Welcome to the Beach! Our villa is across the street from Englewood Beach, so it's about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort in our freshly renovated home. It has two beds—a king and a queen—for a good night's sleep on new mattresses. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun beach getaway! Reduced rate due to construction still underway in the area. Book your vacation now before the season begins!

Cozy beach house with pool
Charming Beach House with Private Pool on Manasota Key Escape to paradise at this beautiful beach house located on the serene shores of Manasota Key, Florida. Perfect for families or groups looking for a relaxing getaway, this home offers the best of both worlds—steps from the beach and your own private pool to unwind after a day of sun and sand. Key Features: • Direct beach access just a short stroll away • Private pool, perfect for relaxing or swimming laps

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Manasota Tree House: Private Beach & Bay Access
Welcome to Manasota Tree House, our piece of paradise on Manasota Key. The location is the best on the island & we are family friendly. Just steps to the bay & a short walk to private beach access, 1 mile to bars & restaurants w/ free shuttle! Amazing beds, comfy couches, flat screen smart TV's & free fast Wifi. Private over sized lot, outdoor quiet oasis under the beautiful trees w/ chairs & gas grill, 2 SUP's, beach chairs, & towels. 1 mile to public Englewood Beach.

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!

Manasota Key
Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

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.

Beach Bliss Retreat on Manasota Key - Ocean View
Welcome to our ocean view property, perfect for a relaxing getaway! Enjoy stunning views, walk to restaurants, and indulge in activities like jet skis, kayaking, beach yoga, fishing charters, parasailing, sunset boat trips, and local golf courses. After fun filled day, hang out by the pool with your favorite poolside cocktail! Book now for a serene escape filled with adventure and breathtaking beauty.
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

A Perfect Escape Near the Beach (Pet friendly)

Englewood shores Escape

Turtle Bay - minutes to Boca Grande!

The Windsor @ Englewood Beach

Family Fun-Relaxing Home w/heated Pool & Game Room

Beautiful Floridian Oasis

Intracoastal canal front 3 bd 3 ba w/ heated pool

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach
Condo rentals with a pool

Cozy 1BR Beach Condo on Siesta Key!

On the Beach; Siesta Key SunBum Studio

Location! Gulf Condo @ S. Jetty 30 day minimum

Comfy Siesta Key Condo

Seaside on Siesta Key Beach

Siesta Key Beach Front Condo

Cottage on Siesta Key Beachside & Stunning sunsets

Near beach. Daily rentals. Pool. king bed
Other vacation rentals with a pool

Tropical Oasis, pool, golf, dog friendly

Dolphin Inn near Englewood Beach

Private 1mi to Beach. 1+ acre Pool & Pickleball

Manasota Key Condo Bay side Beach Access

SunCoast Luxury Estates

Heated Pool, OutdoorBar, Paddleboard, Kayak, Bikes

“Harvesting Sunshine” 2 King Beds

AMAZING Cape Haze Location -community kayak launch
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ768 | ﺩ.ﺇ918 | ﺩ.ﺇ973 | ﺩ.ﺇ823 | ﺩ.ﺇ676 | ﺩ.ﺇ661 | ﺩ.ﺇ628 | ﺩ.ﺇ595 | ﺩ.ﺇ606 | ﺩ.ﺇ602 | ﺩ.ﺇ551 | ﺩ.ﺇ613 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about vacation rentals with a pool in Manasota Key

Total vacation rentals
Explore 260 vacation rentals in Manasota Key

Nightly prices starting at
Manasota Key vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 6,320 verified reviews to help you choose

Family-friendly vacation rentals
210 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
260 of Manasota Key vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Manasota Key rentals

4.8 Average rating
Manasota Key stays are highly rated by guests—averaging 4.8 out of 5!
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