
Holiday rentals with a pool in Manasota Key
Find and book unique homes with a pool on Airbnb
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.

Coastal Retreat Villa with pool • near beaches
🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

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!

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

Sea La Vie

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!

BayFront 2.5 ac Private Gem 2 King bds + Game room

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

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Beach Retreat - Jamaica Royale Unit #52

Crystal House on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

Sarasota Surf & Racquet Club Siesta Key Condo

Comfy Siesta Key Condo

Beachwalk Townhouse with view of Gulf of Mexico

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Other holiday rentals with a pool

Bay Breeze @ManasotaKeyCondos

Luxury 4B Home & Heated Pool, Resort for 10 guests

Spacious Beachfront 3br Manasota Key Condo

Beautiful Bayfront Condo

Steps to Water! Beach to Bay, Penthouse!

Saltwater Oasis

Private Pool Oasis with BBQ, Billiards &Beach Gear

Sunrise Over the Bay Steps to the Beach!
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $334 NZD | $433 NZD | $444 NZD | $374 NZD | $307 NZD | $301 NZD | $286 NZD | $271 NZD | $276 NZD | $292 NZD | $276 NZD | $301 NZD |
| 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 |
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 $67 NZD 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Rentals with lake access Manasota Key
- Rentals with a washing machine and dryer Manasota Key
- Villa rentals Manasota Key
- Apartment rentals Manasota Key
- Beach condo rentals Manasota Key
- Beach house rentals Manasota Key
- Rentals with a hot tub Manasota Key
- Rentals with outdoor seating Manasota Key
- Family-friendly rentals Manasota Key
- Cottage rentals Manasota Key
- Rentals with a kayak Manasota Key
- Condo rentals Manasota Key
- House rentals Manasota Key
- Rentals with a fireplace Manasota Key
- Beachfront rentals Manasota Key
- Rentals with beach access Manasota Key
- Waterfront rentals Manasota Key
- Rentals with a patio Manasota Key
- Rentals with a fire pit Manasota Key
- Pet-friendly rentals Manasota Key
- Rentals with pools Charlotte County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Cortez Beach
- Manasota Key Beach
- Anna Maria Public Beach
- Englewood Beach
- River Strand Golf and Country Club
- Lovers Key Beach
- Myakka River State Park
- Stump Pass Beach State Park
- Img Academy
- North Jetty Beach
- Blind Pass Beach
- Boca Grande Pass
- Florida Gulf Coast University
- Bowman's Beach





