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 $70 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!

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 favourite
Condo in Englewood
4.8 out of 5 average rating, 161 reviews

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.

Guest favourite
Home in Englewood
5 out of 5 average rating, 7 reviews

Gulf Front Escape + Beach Access

🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Top Guest favourite
Home in Manasota Key
4.98 out of 5 average rating, 62 reviews

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!

Top Guest favourite
An inviting backyard features a heated pool illuminated under a vibrant sunset sky. Lounge chairs are arranged around the pool, with palm trees adding greenery. A dining area and a comfortable seating area with stylish lighting complete the outdoor space, fostering a relaxing atmosphere.
Home in Englewood
5 out of 5 average rating, 35 reviews

Beach Retreat, Families, Bachelorette, Pool, Kayak

Your dream beach getaway awaits at Sunset Beach Retreat, on Manasota Key— 2 blocks from the beach! Whether you’re planning a family vacation or a girls’ weekend, this retreat has everything you need for relaxation, adventure, and unforgettable memories. Unwind and recharge with our heated pool, 5-person infrared sauna, and cold plunge. For those who love to stay active, enjoy our kayaks, kids play set, bicycles, putting green, or rent our 6-person golf cart to explore the island in style.

Top Guest favourite
Condo in Englewood
4.97 out of 5 average rating, 128 reviews

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!!

Guest favourite
A spacious exterior view of the home showcases a large tree with sprawling branches and a well-maintained yard featuring gravel and greenery. The structure is painted in a light color, with large windows reflecting natural light.
Home in Englewood
4.96 out of 5 average rating, 45 reviews

Manasota Tree House • Private Beach & Bay Access

Welcome to Manasota Tree House, our piece of paradise on Manasota Key. The location is the best on the island & we are family friendly. Just steps to the bay & a short walk to private beach access, 1 mile to bars & restaurants w/ free shuttle! Amazing beds, comfy couches, flat screen smart TV's & free fast Wifi. Private over sized lot, outdoor quiet oasis under the beautiful trees w/ chairs & gas grill, 2 SUP's, beach chairs, & towels. 1 mile to public Englewood Beach.

Guest favourite
Home in Englewood
4.93 out of 5 average rating, 167 reviews

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!

Guest favourite
An open-concept kitchen features a large granite island with seating, surrounded by white cabinetry and modern appliances. Natural light floods the space, highlighting the stylish chandelier above. The dining area is visible in the background, along with inviting seating arrangements in the family room.
Villa in Englewood
4.98 out of 5 average rating, 132 reviews

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)

Top Guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.91 out of 5 average rating, 227 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.

Top Guest favourite
A bright living area features two light-colored sofas adorned with decorative pillows. A coffee table with a glass top sits between them, complemented by decorative items. Natural light fills the space through multiple windows, enhancing the relaxed coastal ambiance.
Condo in Englewood
4.9 out of 5 average rating, 146 reviews

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.

Top Guest favourite
A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.
Island in Sarasota
4.98 out of 5 average rating, 362 reviews

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!

Guest favourite
Apartment in Englewood
5 out of 5 average rating, 9 reviews

The Palms – 3BR Gulffront, Sand & Sunsets

Experience the beauty of Manasota Key from this spacious and newly updated 3-bedroom, 2.5-bath beachfront condo at The Palms. This corner unit sits on the first floor (just above covered parking), offering sweeping Gulf views, natural light throughout, and direct access to the beach, pool, and everything the island center has to offer — all within walking distance.

Popular amenities for Manasota Key rentals with a pool

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Avg. price$352 NZD$456 NZD$469 NZD$395 NZD$324 NZD$317 NZD$301 NZD$285 NZD$291 NZD$308 NZD$291 NZD$317 NZD
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