
Holiday rentals with a pool in Manasota Key
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Top-rated rentals with a pool in Manasota Key
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

#6) 30 Seconds To Beach Path/Tiki Bar/Bikes/Kayaks
Welcome to Stump Pass Place! A perfect mix of comfort, nature and unmatched amenities. Just a 30 second walk to our beautiful neighborhood beach or a just 4 minute walk to Stump Pass State Park at the end of our street. Here you can go to the beach, launch the water toys, and make some lifelong memories. Stump Pass State Park has one of the most beautiful pristine beaches in all of Florida! FREE Kayaks, Sups, beach cruiser bikes, beach chairs, umbrellas, boogie boards, coolers and so much more!

Waterfront, 3 Bed, 3 Bath, Pool/Hot Tub, Kayak
Relax with the whole family at this peaceful place to stay right on the intercoastal. Enjoy the newly renovated amenities this home has to offer. Enjoy a meal in the brand new kitchen, relax in the pool/hot tub, grill poolside, take kayak's out or paddle board to float with the dolphins and soak in the beautiful sunsets. Your stay will reinvent what true relaxation feels like! Enjoy our neighborhood restaurant just walking distance from the front door. This home has the "Coastal Charm" you need!

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.

Beachhouse w/ Pool&Spa-WALKtoBEACHinLESSthan 1MIN
Luxury beach house with pool in a charming old-FL beach town, one of FLās 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 6ā deep heated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Englewood Beach Villa - 3 min Walk to the Beach!
Welcome to the Beach! Our villa is across the street from Englewood Beach, so it's about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort in our freshly renovated home. It has two bedsāa king and a queenāfor a good night's sleep on new mattresses. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun beach getaway! Reduced rate due to construction still underway in the area. Book your vacation now before the season begins!

Cozy beach house with pool
Charming Beach House with Private Pool on Manasota Key Escape to paradise at this beautiful beach house located on the serene shores of Manasota Key, Florida. Perfect for families or groups looking for a relaxing getaway, this home offers the best of both worldsāsteps from the beach and your own private pool to unwind after a day of sun and sand. Key Features: Ā Ā Ā Ā ā¢Ā Ā Ā Ā Direct beach access just a short stroll away Ā Ā Ā Ā ā¢Ā Ā Ā Ā Private pool, perfect for relaxing or swimming laps Ā Ā Ā Ā

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

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!

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.

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, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

Bay Watch @ManasotaKeyCondos
COMPLETELY RENOVATED IN 2024! Open floor plan, end unit. This unit overlooks beautiful Lemon Bay. This end unit comes with an additional balcony off the bedroom with a unique 180 degree beach to bay view. Less than a two minute walk to the Gulf of Mexico Beach and just steps away from the heated swimming pool and the best island restaurants. Enjoy the comfort of overseeing your boat parked at the dock.

Luxury Lemon Bay 6 BR villa w/ pool & tennis court
This beautiful house is located at the Lemon Bay and close to the Manasota Beach. The beach is just a 0.6 mile walk or 0.8 drive away. The property offers a 1/2 acre lot. This house offers, with a 34x12 feet swimming pool and own tennis court, a completely new rental experience. You will find the barbecue area outside of the pool area. The charging of EV is not allowed and an extra fee will be charged.
Popular amenities for Manasota Key rentals with a pool
House rentals with a pool

Englewood Escape: 3BR Waterfront with Pool

Specious Golf Getaway: Heated Pool/Sunset n.Beach

Tropical Oasis, pool, golf, dog friendly

ā¤ROTONDA RETREATā¤*Spacious*Fully Furnished*Pool*

Your Coastal Getaway!

Waterfront Key West Style Home, Heated Pool

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

āTropical OasisāHeated pool & amazing location!ā
Apartment rentals with a pool

Steps away from beach and village! #1 in Siesta!

Minutes to Siesta Key!

Crystal House on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

Seaside on Siesta Key Beach

Siesta Key Beach Front Condo

Cottage on Siesta Key Beachside & Stunning sunsets

Siesta Key Condo. Checkout our great rates!
Other holiday rentals with a pool

On Manasota Key w direct access to our Beach! (A)

Location! Gulf Condo @ S. Jetty 30 day minimum

Private 1mi to Beach. 1+ acre Pool & Pickleball

Manasota Key Condo Bay side Beach Access

5 O'Clock Somewhere - 2/2 - screened heated pool

Beautiful Floridian Oasis

Steps to Water! Beach to Bay, Penthouse!

Golden Pond Villa! Minutes from Boca Grande!
When is the best time to visit Manasota Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ā¹18,859 | ā¹22,558 | ā¹23,912 | ā¹20,212 | ā¹16,603 | ā¹16,242 | ā¹15,430 | ā¹14,618 | ā¹14,889 | ā¹14,798 | ā¹13,535 | ā¹15,069 |
| 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 260 holiday rentals in Manasota Key

Nightly prices starting at
Manasota Key holiday rentals start at ā¹5,414 per night before taxes and fees

Verified guest reviews
Over 6,320 verified reviews to help you choose

Family-friendly holiday rentals
210 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
260 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 ā averaging 4.8 out of 5!
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- Anna Maria Island
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