
Holiday 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.

Coastal Retreat Villa with pool • near beaches
🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

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!

Manasota Beach Home w/heated pool walk to beach
Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

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.

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.

Sunshine Swimmers Casita, 206
Soak up the Florida sunshine on Englewood beach which is mere steps away from your front door. This Spanish-style casita is located on Manasota Key and is yours to unwind and relax in and is within minutes of additional beaches, Historic Dearborn Street and multiple restaurants within walking distance. The unit offers boat dock access (if reserved), a heated pool and the ocean within steps of the unit!

Ocean Oasis 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

Suite Sun

Spacious 2 Bedroom Home | Near Beach | Heated Pool

Englewood shores Escape

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

Turtle Bay - minutes to Boca Grande!

Intracoastal canal front 3 bd 3 ba w/ heated pool

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

☀Tropical Oasis☀Heated pool & amazing location!☀
Condo rentals with a pool

Steps away from beach and village! #1 in Siesta!

On the Beach; Siesta Key SunBum Studio

Spacious 2BR 2BA Beach Condo for Perfect Vacation

6 min to Siesta Beach | Heated Pool | Lake View

Seaside on Siesta Key Beach

Siesta Key Beach Front Condo

Cottage on Siesta Key Special December Pricing

Siesta Key Condo. Checkout our great rates!
Other holiday rentals with a pool

Seas The Day! No cleaning fee's! Heated pool.

Dolphin Inn near Englewood Beach

1mi to #1 SHARK TOOTH Beach. Home 1+ acre Pool

Steps to Water! Beach to Bay, Pool and Dock

Manasota Key Condo Bay side Beach Access

Shoreview Bay House

Bali Bliss Villa • Pool • 6 Min Drive to Beach

Island Breeze Condos On Manasota Key
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $370 NZD | $443 NZD | $470 NZD | $397 NZD | $326 NZD | $319 NZD | $303 NZD | $287 NZD | $292 NZD | $291 NZD | $266 NZD | $296 NZD |
| 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 holiday rentals with a pool in Manasota Key

Total holiday rentals
Explore 260 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at $106 NZD per night before taxes and fees

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

Family-friendly holiday rentals
210 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
260 of Manasota Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Cortez Beach
- Anna Maria Public Beach
- Lido Key Beach
- Bean Point Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Point Of Rocks
- Lakewood National Golf Club
- Marie Selby Botanical Gardens
- Myakka River State Park
- Blind Pass Beach
- South Jetty Beach
- North Jetty Beach
- Tara Golf & Country Club
- Stump Pass Beach State Park