Vacation 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.

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Guest favorite

Home in Manasota Key

5 out of 5 average rating, 19 reviews

The Sand Dollar-WALK to Beach in less than 1 MIN!

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 unheated pool. You're walking distance to restaurants/bars and 57 seconds to the beach!

Guest favorite

Home in Englewood

5 out of 5 average rating, 26 reviews

Vacation Condo- Beach Access!

DIRECT GULF FRONT, SPECTACULAR VIEWS, ONLY STEPS TO THE BEACH! Enjoy the Gulf Coast lifestyle with direct beach access. Manasota Key is famous for its old Florida charm, and relaxed, comfortable pace. This meticulously maintained, second-floor residence has been updated with a contemporary, coastal feel. Relax on your private balcony with views of dolphin, manatee, plus the seasonal turtle nesting and tarpon run. Lounge by the heated pool or walk to local shops, restaurants, and seafood market!

Guest favorite

Villa in Englewood

4.92 out of 5 average rating, 131 reviews

Great after Milton-Gorgeous Waterfront! io

Great news! We've reopened after Milton! 3 Restaurants, stores, our beach access & Stumpy's Free Ride- all now open! On desirable Manasota key at Blue Island Inn, waterfront "Island Oasis" with 1 bedroom,1 bathroom & kitchenette on main floor. Spectacular Lemon Bay views! Pool overlooks Bay. 5-minute walk to beach. Enjoy “bay-front beach” out back. Quiet island street. low-key respectful vacationers. Free Wi-Fi. 1 car parking spot. no visitor parking. no boats. No pets. No smoking. Free kayaks

Superhost

Guesthouse in Englewood

4.91 out of 5 average rating, 249 reviews

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.

Guest favorite

Home in Englewood

4.82 out of 5 average rating, 176 reviews

Manasota Beach Home w/Pool Rare Rental Available

Custom built large home only 2.5 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!

Superhost

Condo in Englewood

4.78 out of 5 average rating, 111 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY LOCAL RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with pool access. Complimentary grill for your dinner paired with an amazing Gulf sunset. Your morning coffee is on us! Beach chairs & towels supplied. Kitchen is updated and all utensils supplied. Master Bedroom has a queen sized bed. Boat dock slip available upon request. HEATED POOL located directly across the street.

Guest favorite

Villa in Englewood

4.93 out of 5 average rating, 108 reviews

Casa Blu: Serene Pool Villa, Minutes to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

Guest favorite

Condo in Englewood

4.89 out of 5 average rating, 178 reviews

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.

Guest favorite

Home in Englewood

4.94 out of 5 average rating, 116 reviews

Island Home, Casita, Saltwater Heated Pool, Beach

With a short stroll to the 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!

Guest favorite

Home in Englewood

4.86 out of 5 average rating, 103 reviews

Lemon Bay Luxury 6 BR Villa with 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.

Guest favorite

Island in Sarasota

4.97 out of 5 average rating, 317 reviews

New NOV Openings! Sarasota #1 Lux BEACH Villa

BOOK 2024 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!

Guest favorite

Rental unit in Englewood

4.96 out of 5 average rating, 99 reviews

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.