
Holiday rentals with a pool in Manasota Key
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Manasota Key

Total holiday rentals
Explore 310 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 6,400 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
310 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!
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.

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

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!

Waterfront| Pool & Spa | Near Beach| No Extra Fees
Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

Lux Home on Gulf w/Private POOL & 50ft Dock
Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

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!!

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!

Pool Haven with Private Beach Access, Dog Friendly
Beach haven with your own private resort heated salt water pool and hot tub is waiting! We are dog friendly. A short stroll to the sugar-white sand thru a private entry to the beautiful Gulf beach, this bright beach house offers the ultimate in coastal lifestyle. Soak up the sun at this coastal haven! Stroll to The Boatyard for a delicious breakfast or lunch on the Bay, or take the shuttle down to Englewood restaurants and beach bars in the evening.

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.

Paradise on the Bay
Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.

DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

Manasota Beach Home w/Pool. Steps To The Beach

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

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak

Gulf Front Escape + Beach Access

Steps to the Sand! Manasota Key Beachside Retreat!

Cozy beach house with pool

Stunning/Private Beach Access/Heated Pool/Dock
Condo rentals with a pool

A Beautiful Sunset Awaits - Steps to Beach

Vintage Villa 35 | Steps to Beach | Pool

Private Beachside Kitchenette

Beach studio 56

Boardwalk Beachfront Getaway

Ocean Oasis on Manasota Key - Ocean View

Bay Life @ManasotaKeyCondos

Spacious Beachfront 3br Manasota Key Condo
Other holiday rentals with a pool

"Pelican Nest" Private Beach & Bay access & Pool

Beachfront Gulf Condo | Englewood Beach| Pool

Walk to beach, pool, dock, restaurants, shopping

Saltwater Pool & Spa Villa on a Gulf-Access Canal

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

Fmly Reunion Villa, Pvt Beach Access, Pool, HotTub

Englewood Beach Villa - 3 min Walk to the Beach!

Lazy Days at Lemon Bay *Bay view from the couch*
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 AUD | $367 AUD | $377 AUD | $305 AUD | $266 AUD | $269 AUD | $242 AUD | $230 AUD | $234 AUD | $248 AUD | $234 AUD | $255 AUD |
| 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 |
Destinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- St. Augustine Holiday rentals
- Cape Coral Holiday rentals
- Rentals with a kayak Manasota Key
- Villa rentals Manasota Key
- Rentals with lake access Manasota Key
- Pet-friendly rentals Manasota Key
- Beach condo rentals Manasota Key
- Condo rentals Manasota Key
- House rentals Manasota Key
- Apartment rentals Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Family-friendly rentals Manasota Key
- Rentals with a hot tub Manasota Key
- Beach house rentals Manasota Key
- Beachfront rentals Manasota Key
- Rentals with pools Charlotte County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Captiva Island
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Anna Maria Public Beach
- Cortez Beach
- River Strand Golf and Country Club
- Img Academy
- Lovers Key Beach
- Myakka River State Park
- Florida Gulf Coast University
- Lido Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Blind Pass Beach
- North Jetty Beach





