
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 280 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 6,060 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
280 of Manasota Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Manasota Key rentals

4.8 Average rating
Manasota Key stays are highly rated by guests—averaging 4.8 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.
FamilyLocationAccess

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.
LocationValueBarbecue

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!
LocationFamilyBarbecue

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
FamilyValueBiking

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!!
FamilyLocationSleep quality

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!
LocationFamilyAccess

Stunning Bay Waterfront! Jaw dropping Views!
Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchen & 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)
LocationFamilyHospitality

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!
LocationFamilyNearby

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.
ValueLocationIndoor spaces

A Beautiful Sunset Awaits - Steps to Beach
This recently constructed condo is shiny new and only a one block walk to the beach. Lemon Bay is even closer with boat docks that can be reserved for your exclusive use. Sunny one bedroom condo has a well appointed kitchen, and washer & dryer in the unit. Swimming pool and grill area are only a few feet outside the front door. King size bed, and sleeper sofa. Free, shaded parking.
ValueFamilyBiking

JULY AVAIL! 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!
LocationFamilyOutdoor spaces

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

Waterfront| Pool & Spa | Near Beach| No Extra Fees
FamilyLocationLaundry

Manasota Tree House • Private Beach & Bay Access
ValueFamilyView

Spacious 2 Bedroom Home | Near Beach | Heated Pool
ValueLocationCondition

Private Heated Pool + Swim-Up Bar • Mins to Beach
ValueFamilyParks

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

Gulf Front Escape + Beach Access
ViewAccuracyOutdoor spaces

Luxury Beach Retreat w/ Heated Pool
LocationFamilyHiking

Lux Home on Gulf w/Private POOL & 50ft Dock
FamilyValueLong stay
Condo rentals with a pool

Bay Breeze @ManasotaKeyCondos
FamilyLocationLong stay

On the Beach; Siesta Key SunBum Studio
FamilyLocationHospitality

Vintage Villa 35 | Steps to Beach | Pool
LocationFamilyComfort

Spacious Beachfront 3br Manasota Key Condo
LocationFamilyLayout

A little slice of paradise
ValueFamilyPool

Beach Bliss Retreat on Manasota Key - Ocean View
LocationFamilyAmenities

Cottage on Siesta Key Beachside & Stunning sunsets
LocationFamilyAccess

Island Breeze Condos On Manasota Key
LocationFamilyHospitality
Other holiday rentals with a pool

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

Edison's Pool House
LocationFamilyQuiet

BayFront 2.5 ac Private Gem 2 King bds + Game room
LocationValueView

Shoreview Bay House
FamilyLocationHospitality

Stunning/Private Beach Access/Heated Pool/Dock
LocationFamilyCleanliness

"Pelican Nest" Private Beach & Bay access & Pool
FamilyLocationParking

Steps to the beach on Manasota Key with POOL
FamilyValueCheck-in

Cozy beach house with pool
LocationFamilyHospitality
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $285 AUD | $370 AUD | $379 AUD | $320 AUD | $263 AUD | $257 AUD | $244 AUD | $231 AUD | $235 AUD | $250 AUD | $235 AUD | $257 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
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Miami Beach Holiday rentals
- Tampa Holiday rentals
- Fort Lauderdale Holiday rentals
- Hollywood Holiday rentals
- Jacksonville Holiday rentals
- St. Augustine Holiday rentals
- Key West Holiday rentals
- Davenport Holiday rentals
- Rentals with a patio Manasota Key
- Beach house rentals Manasota Key
- Rentals with a washing machine and dryer Manasota Key
- Beach condo rentals Manasota Key
- Villa rentals Manasota Key
- Rentals with outdoor seating Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Family-friendly rentals Manasota Key
- Apartment rentals Manasota Key
- Rentals with lake access Manasota Key
- Rentals with a hot tub Manasota Key
- Beachfront rentals Manasota Key
- Rentals with a fire pit Manasota Key
- Pet-friendly rentals Manasota Key
- Rentals with a fireplace Manasota Key
- Cottage rentals Manasota Key
- Condo rentals Manasota Key
- House rentals Manasota Key
- Rentals with a kayak Manasota Key
- Rentals with pools Charlotte County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Captiva Island
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
- Crescent Beach
- Englewood Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Img Academy
- Cortez Beach
- Myakka River State Park
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- North Jetty Beach
- Bowman's Beach
- Lido Beach





