
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 G$12,553 GYD 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.
FamilyLocationLong stay

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.
LocationValueTV

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!
FamilyLocationIndoor spaces

A little slice of paradise
This 2 bedroom 1 bath 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) are within walking distance. Magnolias, an upscale restaurant, is located directly across the street.
ValueLocationCondition

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 🌟
FamilyLocationComfort

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!!
FamilyLocationCondition

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)
ValueFamilyKitchen

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!
ValueFamilyLayout

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.
FamilyLocationBeach

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.
LocationFamilyIndoor spaces

SEPT SALE! Sarasota #1 Luxury Villa! 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!
ValueFamilyCleanliness

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

Green Bamboo - saltwater pool, great backyard.
LocationValueAmenities

Paradise on the Bay
FamilyValueAccess

Manasota Beach Home w/Pool. Steps To The Beach
ValueLocationLayout

Luxury Lemon Bay 6 BR villa w/ pool & tennis court
ValueLocationWifi

Home w/ Pool, 10 mins to Manasota Key beaches
FamilyValueCondition

Cozy beach house with pool
LocationFamilyWifi

Steps to the Sand! Manasota Key Beachside Retreat!
LocationFamilyShared spaces

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak
LocationFamilyQuiet
Condo rentals with a pool

Steps to Water! Beach to Bay, Penthouse!
LocationFamilyCleanliness

A Beautiful Sunset Awaits - Steps to Beach
FamilyValueComfort

Vintage Villa 35 | Steps to Beach | Pool
FamilyLocationWalkability

Private Beachside Kitchenette
FamilyValueNearby

Bay Life @ManasotaKeyCondos
LocationFamilyCheck-in

Island Breeze Condos On Manasota Key
FamilyLocationAccuracy

Sunrise Over the Bay Steps to the Beach!
ValueLocationLaundry

Carpe Diem @Tiki Time a KEY Beach to Bay Property
FamilyLocationLaundry
Other vacation rentals with a pool

#6) 30 Seconds To Beach Path/Tiki Bar/Bikes/Kayaks
FamilyLocationCleanliness

Englewood Beach Villa - 3 min Walk to the Beach!
FamilyLocationBiking

Beachfront Gulf Condo | Englewood Beach| Pool
ValueLocationComfort

Manasota Tree House • Private Beach & Bay Access
FamilyLocationKitchen

Sunset Beach Cottage North
ValueFamilyShared spaces

Seaside Boca (Pool + Sauna + Mini Golf + Spa)
FamilyLocationGetting around

The Windsor @ Englewood Beach
FamilyLocationDecor

Starfish at Meredith
ValueLocationOutdoor spaces
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$41,843 GYD | G$54,187 GYD | G$55,651 GYD | G$44,981 GYD | G$39,332 GYD | G$39,751 GYD | G$35,776 GYD | G$33,893 GYD | G$34,521 GYD | G$36,613 GYD | G$34,521 GYD | G$37,659 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 |
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