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

Total vacation rentals
Explore 310 vacation rentals in Manasota Key

Nightly prices starting at
Manasota Key vacation rentals start at €52 per night before taxes and fees

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

Family-friendly vacation rentals
240 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
310 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!
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.
4.8 out of 5 average rating, 174 reviews
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.
4.91 out of 5 average rating, 307 reviews
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
4.94 out of 5 average rating, 102 reviews
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!
4.99 out of 5 average rating, 72 reviews
Steps to the Sand! Manasota Key Beachside Retreat!
BEACH LOVERS' DREAM! Only Steps from the Sand! Experience Old Florida charm in this renovated Gulf-view condo with an updated kitchen, open living area, and flexible sleeping options including a queen suite, twin to king beds, and a cozy flex space. Enjoy direct access to your own sandy beach, relax by the pool, or watch stunning sunsets from the shoreline. Explore scenic trails with complimentary bikes and kayaks. Your perfect Englewood beach getaway awaits, book today!
5.0 out of 5 average rating, 22 reviews
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!!
4.97 out of 5 average rating, 136 reviews
Stunning Bay Waterfront! Jaw dropping Water Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchenette & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)
4.99 out of 5 average rating, 143 reviews
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!
4.93 out of 5 average rating, 172 reviews
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!
5.0 out of 5 average rating, 18 reviews
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.
4.91 out of 5 average rating, 235 reviews
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.
5.0 out of 5 average rating, 31 reviews
Super cute fun studio steps from everything beachy
This light and bright space makes you feel like you are outside, but can transform into a cool hideaway when you draw the curtains. The view of the pool creates a calm and happy space and encourages you to relax. A smaller space leaves more room for enjoying the true luxuries - the beach, the sunsets, and time together.
4.94 out of 5 average rating, 124 reviewsPopular amenities for Manasota Key rentals with a pool
House rentals with a pool

Green Bamboo - saltwater pool, great backyard.
4.99 out of 5 average rating, 145 reviews
Manasota Beach Home w/Pool. Steps To The Beach
4.84 out of 5 average rating, 240 reviews
Paradise on the Bay
4.99 out of 5 average rating, 127 reviews
Coastal escape across from the beach
4.9 out of 5 average rating, 29 reviews
Manasota Tree House • Private Beach & Bay Access
4.96 out of 5 average rating, 48 reviews
Waterfront| Pool & Spa | Near Beach| No Extra Fees
5.0 out of 5 average rating, 37 reviews
Cozy beach house with pool
5.0 out of 5 average rating, 34 reviews
Lux Home on Gulf w/Private POOL & 50ft Dock
5.0 out of 5 average rating, 65 reviewsCondo rentals with a pool

Vintage Villa 35 | Steps to Beach | Pool
4.96 out of 5 average rating, 111 reviews
A Beautiful Sunset Awaits - Steps to Beach
4.9 out of 5 average rating, 153 reviews
Private Beachside Kitchenette
4.87 out of 5 average rating, 193 reviews
Beach studio 56
4.87 out of 5 average rating, 159 reviews
A little slice of paradise
4.99 out of 5 average rating, 69 reviews
Island Breeze Condos On Manasota Key
4.92 out of 5 average rating, 76 reviews
15E Gulf Front 1/1
5.0 out of 5 average rating, 3 reviews
Bay Life @ManasotaKeyCondos
5.0 out of 5 average rating, 33 reviewsOther vacation rentals with a pool

Beachfront Gulf Condo | Englewood Beach| Pool
4.94 out of 5 average rating, 17 reviews
#6) 30 Seconds To Beach Path/Tiki Bar/Bikes/Kayaks
4.96 out of 5 average rating, 23 reviews
Seaside Boca (Pool + Sauna + Mini Golf + Spa)
4.95 out of 5 average rating, 37 reviews
Beach Retreat, Families, Bachelorette, Pool, Kayak
5.0 out of 5 average rating, 38 reviews
Heated Pool, Private Beach Access, HotTub, Game Rm
4.97 out of 5 average rating, 65 reviews
Family Fun-Relaxing Home w/heated Pool & Game Room
5.0 out of 5 average rating, 61 reviews
Private Heated Pool + Swim-Up Bar • Mins to Beach
5.0 out of 5 average rating, 41 reviews
10 mins to Beach, Heated Pool, Beach Gear & Games
4.88 out of 5 average rating, 90 reviewsWhen is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €174 | €226 | €232 | €187 | €164 | €166 | €149 | €141 | €144 | €152 | €144 | €157 |
| 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 |
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