
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 ﺩ.ﺇ 220 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.
LocationFamilyHospitality

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.
ValueFamilyParks

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

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
LocationFamilyQuiet

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.
FamilyValueHeating

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!
ValueLocationCheckout

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)
LocationFamilyCondition

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!
FamilyLocationCondition

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.
ValueLocationLaundry

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.
LocationValueLayout

The Oz Parlor 2.9 mi beach
The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless. I have Netflix. I will also add additional streaming channels for longer term stays. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.
FamilyLocationPool

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!
LocationValueBiking
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

Waterfront| Pool & Spa | Near Beach| No Extra Fees
LocationFamilyHot tub

Manasota Tree House • Private Beach & Bay Access
ValueFamilyCleanliness

Bayview: Waterfront sunsets, pool, hot tub, dock
LocationFamilyOutdoor spaces

Ibis Cottage | Beachfront Retreat on Manasota Key
Outdoor spacesHospitalityAccuracy

10 mins to Beach, Heated Pool, Beach Gear & Games
ValueFamilyLaundry

The Windsor @ Englewood Beach
LocationFamilyDecor

Shoreview Bay House
LocationFamilyBeach

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

Vintage Villa 35 | Steps to Beach | Pool
FamilyLocationAir conditioning

Bay Life @ ManasotaKeyCondos
LocationFamilyDecor

Spacious Beachfront 3br Manasota Key Condo
LocationFamilyLayout

Carpe Diem @Tiki Time a KEY Beach to Bay Property
FamilyValueAccuracy

Beach Bliss Retreat on Manasota Key - Ocean View
FamilyLocationGetting around

Island Getaway Pool-Ferry-Grocery Delivery Incl.
FamilyLocationKitchen

Beach studio 56
LocationFamilyCondition

Island Breeze Condos On Manasota Key
FamilyLocationView
Other vacation rentals with a pool

Studio, pool, dock, just minutes private beach!
LocationValueAccess

Cape Haze Cottage
LocationFamilyPool

Beachfront Gulf Condo | Englewood Beach| Pool
FamilyValueSleep quality

Family Fun-Relaxing Home w/heated Pool & Game Room
LocationFamilyCheck-in

Lazy Days at Lemon Bay *Bay view from the couch*
ValueFamilyNearby

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

Paradise Cove: heated pool, beach access
LocationFamilyLayout

Villa Sanddollar Awaits 1071HS
FamilyValueIndoor 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 | ﺩ.ﺇ 735 | ﺩ.ﺇ 951 | ﺩ.ﺇ 977 | ﺩ.ﺇ 790 | ﺩ.ﺇ 690 | ﺩ.ﺇ 698 | ﺩ.ﺇ 628 | ﺩ.ﺇ 595 | ﺩ.ﺇ 606 | ﺩ.ﺇ 643 | ﺩ.ﺇ 606 | ﺩ.ﺇ 661 |
| 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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