
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!

Iguana Alley, Beach HEATed Saltwater Pool on Canal
Englewood home, open floor plan, tastefully decorated for an original Florida beach vibe. privatly set on brakish water canal with no shortage of fish. large Heated pool is screened in with covered outdoor eat/cook area. yard is fully fenced in. all Bedrooms feature New high end Beds and sheets. 5 tvs with basic channels. bathrooms have bidet wash. 7 ceiling fans.master bedroom has a separate french door entrance into pool area, plus private en suite bathroom with large walk in shower.

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.

The Oz Tree House 2.9 m beach
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

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!!

Shoreview Bay House
Experience a memorable getaway at our Bayfront home in Manasota Key! Enjoy priceless time with family and friends in this serene retreat featuring a private dock, heated pool, and direct beach access. Relax with breathtaking sunsets, peaceful beach walks, and incredible wildlife sightings, including dolphins and egrets, from our lanai. Fish right off the dock and indulge in shelling and shark tooth hunting. Book your stay today for a nature-filled vacation in paradise!

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach
Relax with the whole family at this peaceful place to stay. Enjoy 2 master suites with 3 bedrooms and 3 bathrooms. A 5 min drive to Nokomis beach or downtown Venice, and walking distance to legacy trail, tennis courts, and playground in Nokomis park. Fast 500GB up/down internet speed around the property, Tiki bar nestled next to a heated pool and spa ( adtnl charge for spa). Fully stocked kitchen, beach-ready with cooler chairs umbrella wagon, and toys. 4 smart tvs

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.
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

RELAX:) Vacation pool home (Shamrock Park&Beaches)

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

Edison's Pool House

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

Intracoastal canal front 3 bd 3 ba w/ heated pool

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

Beach Amore | Ocean front | 365 Sunsets a Year

Heated Pool • Pool Table • Pac-Man • BBQ • 2 Kings
Condo rentals with a pool

1 bdrm | Steps away to Beach and local Restaurants

On the Beach; Siesta Key SunBum Studio

Crystal House on Siesta Key Beach

Comfy Siesta Key Condo

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

Near beach. Daily rentals. Pool. king bed

Siesta Key condo, beach access, heated pool

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

Sea La Vie

Florida Serene Luxury Retreat | Pool & Spa Oasis

Luxurious Resort Pool & Spa home

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

Bay Life @ManasotaKeyCondos

Beautiful Bayfront Condo

Sunshine Swimmers Casita, 206

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 | $363 NZD | $434 NZD | $460 NZD | $389 NZD | $320 NZD | $313 NZD | $297 NZD | $281 NZD | $287 NZD | $304 NZD | $287 NZD | $313 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 280 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at $17 NZD 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 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
280 of Manasota Key holiday rentals include Wi-Fi 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
- Villa rentals Manasota Key
- Beachfront rentals Manasota Key
- Rentals with lake access Manasota Key
- Cottage rentals Manasota Key
- Rentals with a kayak Manasota Key
- Rentals with a fireplace Manasota Key
- Rentals with a washing machine and dryer Manasota Key
- Rentals with a fire pit Manasota Key
- Pet-friendly rentals Manasota Key
- Beach condo rentals Manasota Key
- Rentals with a patio Manasota Key
- Rentals with a hot tub Manasota Key
- Rentals with outdoor seating Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Apartment rentals Manasota Key
- Condo rentals Manasota Key
- House rentals Manasota Key
- Beach house rentals Manasota Key
- Family-friendly 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
- Coquina Beach
- Turtle 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
- Florida Gulf Coast University




