
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.

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.

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.

Steps to Water! Beach to Bay, Penthouse!
• Beach to Bay Penthouse: The best of both worlds • Spacious Layout: 2 bed/2 bath, open floor plan, soaring ceilings • Bright & Fresh: Newly painted, remodeled, bright windows • Prime Amenities: Heated pool, dock, beach access • Kitchen: Granite countertops for a sleek cooking experience Bedrooms: One with a porch & water view, another with its own bath Great Location: Walk to Magnolia’s on the Bay, restaurants, music, shopping, beach Outdoor Space:Large screened-in lanai, washer/dryer

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

A little slice of paradise
This 2 bedroom 1 bath fully renovated, immaculate beach condo is located a mere 80 steps from front door to the amazing Englewood Beach on Manasota Key with your private beach access. The gulf breeze is indescribable. This could be your home away from home. We have added many personal touches for your convenience and comfort. Multiple restaurants, bars, gift/souvenir shops, and convenience store (Circle K) have re-opened since the hurricanes and are within walking distance.

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.

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.

The Oz Courtyard 2.9 mi beach
The Oz House is old and funky... The Courtyard is a magical place with its own private garden, outside shower and gas grill . The pergola has a two person swing and night blooming Jasmin. Your own hammock and chimera all privately set away from the rest of the Oz House. The pool and hot tub are in the main gardens shared by all who visit Oz It’s a wonderful getaway for anyone wanting to just BEE...
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

Manasota Tree House: Private Beach & Bay Access

Green Bamboo - saltwater pool, great backyard.

Spacious 2 Bedroom Home | Near Beach | Heated Pool

Your Coastal Getaway!

Luxury Retreat: Oasis with Pool & Putting Green.

☀Tropical Oasis☀Heated pool & amazing location!☀

Villa Sanddollar Awaits ! 1071HS

Paradise Palms Retreat
Condo rentals with a pool

Burnt Store Marina- Harbor Towers, 2bdrm, GulfView

1 bdrm | Steps away to Beach and local Restaurants

Location! Gulf Condo @ S. Jetty 30 day minimum

Manasota Key Condo Bay side Beach Access

Private Beach, Fishing Dock & Heated Pool Paradise

Island Getaway Pool-Ferry-Grocery Delivery Incl.

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

Waterfront Condo in Placida. THE location and Pool
Other vacation rentals with a pool

Luxe Gem Heated Saltwater Pool/Spa & Privacy Fence

New Modern Villa | Beach 10 Min Heated Pool Luxury

CLEAN*Great Location*Dockage Available*HEATED Pool

Sunset Retreat - Private Pool Near Gulf Beaches

Beautiful Floridian Oasis

luxury Brand new villa with pool

Stylish Waterfront Gem with Scenic Views and Charm

Stunning/Private Beach Access/Heated Pool/Dock
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$43,705 GYD | G$52,279 GYD | G$55,415 GYD | G$46,842 GYD | G$38,477 GYD | G$37,641 GYD | G$35,759 GYD | G$33,877 GYD | G$34,504 GYD | G$34,295 GYD | G$31,367 GYD | G$34,922 GYD |
| 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 280 vacation rentals in Manasota Key

Nightly prices starting at
Manasota Key vacation rentals start at G$2,091 GYD per night before taxes and fees

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

Family-friendly vacation rentals
220 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
280 of Manasota Key vacation 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 Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Rentals with outdoor seating Manasota Key
- Rentals with a fireplace Manasota Key
- Condo rentals Manasota Key
- House rentals Manasota Key
- Beach condo rentals Manasota Key
- Rentals with a kayak Manasota Key
- Rentals with lake access Manasota Key
- Rentals with a hot tub Manasota Key
- Family-friendly rentals Manasota Key
- Rentals with a patio Manasota Key
- Villa rentals Manasota Key
- Apartment rentals Manasota Key
- Rentals with a fire pit Manasota Key
- Pet-friendly rentals Manasota Key
- Cottage rentals Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Beach house rentals Manasota Key
- Beachfront rentals Manasota Key
- Rentals with a washer and dryer 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
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Manasota Key Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Myakka River State Park
- Lakewood National Golf Club
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- Img Academy
- Tara Golf & Country Club
- South Jetty Beach
- North Jetty Beach




