
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.

Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

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)

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.

Manasota Beach Home w/Pool. Steps To The 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!

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.

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, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

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!

Englewood Beach Villa - 3 min Walk to the Beach!
Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!

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.

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.

The Oz Parlor 2.9 mi beach
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix, Amazon and YouTube TV Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

Sea La Vie

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Englewood shores Escape

Heated Pool, Sleeps 10. Walkable to Restaurants

Luxurious Resort Pool & Spa home

Upscale Getaway

Private Heated Pool + Swim-Up Bar • Mins to Beach

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

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Vintage Villa, Thirty-Five

Spacious 2BR 2BA Beach Condo for Perfect Vacation

Bay Life @ManasotaKeyCondos

Tiki Time with prime beach access

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Island Breeze Condos On Manasota Key

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

Turtle Bay, full refund*, pool heat, dogs ok, pool

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

Private Oasis with Heated Pool, 1/2 mile to Beach

1mi to Beach. 1+ acre of jungle Pool & Pickleball

April 14-18 Available @ the Dollhouse on Lemon Bay

Edison's Pool House

Beautiful Bayfront Condo

Hammock Cove
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 181 | € 217 | € 230 | € 194 | € 160 | € 156 | € 148 | € 140 | € 143 | € 152 | € 143 | € 156 |
| 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 280 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 6,510 verified reviews to help you choose

Family-friendly holiday rentals
220 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
280 of Manasota Key holiday rentals include wifi access

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

4.9 Average rating
Manasota Key stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a washing machine and dryer Manasota Key
- Rentals with a kayak Manasota Key
- Apartment rentals Manasota Key
- House rentals Manasota Key
- Villa rentals Manasota Key
- Rentals with a patio Manasota Key
- Flat rentals Manasota Key
- Rentals with a firepit Manasota Key
- Pet-friendly rentals Manasota Key
- Rentals with outdoor seating Manasota Key
- Beach house rentals Manasota Key
- Rentals with lake access Manasota Key
- Beachfront rentals Manasota Key
- Rentals with a fireplace Manasota Key
- Family-friendly rentals Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Rentals with a hot tub Manasota Key
- Beach apartment rentals Manasota Key
- Cottage rentals Manasota Key
- Rentals with pools Charlotte County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Turtle Beach
- Coquina Beach
- Lido Key Beach
- Caspersen Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Englewood Beach
- Lakewood National Golf Club
- Myakka River State Park
- Img Academy
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- North Jetty Beach
- South Jetty Beach
- Edison & Ford Winter Estates




