
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 $51 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
280 of Manasota Key holiday rentals include wifi 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.

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.

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!

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach
Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

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!

Stunning Bay Waterfront!
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)

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!

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.

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, Amazon I will also add additional streaming channels opion request. 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.

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

Island Oasis - Boca Grande Club

Spacious 2 Bedroom Home | Near Beach | Heated Pool

Our Happy Place. No cleaning fees! Heated pool

Englewood Cottage with Pool, Hot Tub, and Fire Pit

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

Island home w/POOL, Private DOCK & BEACH access!

Beach Amore | Ocean front | 365 Sunsets a Year

Shoreview Bay House
Apartment rentals with a pool

The Honeymoon Suite on Siesta Key Beach

Gulf Views | Walkable | Spacious

Beach Retreat - Jamaica Royale Unit #52

LIDO KEY 1 BR/1Bath Heated Pool 16

On the Beach; Siesta Key SunBum Studio

Sarasota Surf & Racquet Club Siesta Key Condo

Comfy Siesta Key Condo

Private Siesta Key Escape
Other holiday rentals with a pool

Sea La Vie

Spacious Beachfront 3br Manasota Key Condo

Beautiful Bayfront Condo

22E Gulf View 2/2

Paradise Cove: heated pool, beach access

Steps to Water! Beach to Bay, Penthouse!

Sand Dunes

Boca Grande Beach Cottage
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $256 SGD | $331 SGD | $340 SGD | $286 SGD | $235 SGD | $230 SGD | $218 SGD | $207 SGD | $211 SGD | $224 SGD | $211 SGD | $230 SGD |
| 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
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- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Lido Key Beach
- Caspersen Beach
- Cortez Beach
- Manasota Key Beach
- Anna Maria Public Beach
- Englewood Beach
- Lovers Key Beach
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Myakka River State Park
- Stump Pass Beach State Park
- Img Academy
- Blind Pass Beach
- North Jetty Beach
- Florida Gulf Coast University
- Boca Grande Pass





