Home rentals with a pool near Caspersen Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Caspersen Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favorite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guesthouse in Englewood
4.91 out of 5 average rating, 292 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
The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.
Home in Englewood
4.83 out of 5 average rating, 220 reviews

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!

Top guest favorite
A small dining area is shown with a round white table and two contrasting black chairs. A monochromatic artwork hangs on the wall above the table, featuring a serene boat scene. The floor is tiled in a neutral gray, contributing to a clean and minimal aesthetic.
Guesthouse in Englewood
5 out of 5 average rating, 33 reviews

Hammock Cove

Kick back and relax in this calm, stylish space. Walking distance from Manasota Beach, bring your bathing suits and leave the worries at home. It’s a comfortable clean 1 bedroom, 1 bathroom lower level private quarters. You will have access to the outdoor areas including, fire pit area and pool. In case of rain or a break from the sun, you can enjoy the ping pong table, or explore our surroundings. Visit historic Downtown Englewood or Venice where many events take place all year long.

Superhost
A spacious pool area is surrounded by a protective screen enclosure, showcasing a clear water pool with blue trim. Lush tropical plants border the space, offering a vibrant backdrop. Ample sunlight filters in, enhancing the inviting atmosphere of this private retreat.
Home in Venice
4.88 out of 5 average rating, 73 reviews

Private Oasis with Heated Pool, 1/2 mile to Beach

Escape to tranquility in this stunning beach house, surrounded by lush tropical gardens. Dip into the pool, comfortably enclosed within a protective cage, or enjoy homemade pizzas in the deluxe pizza oven. Unwind with a refreshing drink at the lanai bar, or enjoy a peaceful nap in one of the cozy beds or on the pull-out sofa. The stocked kitchen has everything you need for your culinary adventures. Best of all, you’re just a short drive from several breathtaking Gulf Coast beaches.

Top guest favorite
Home in Venice
5 out of 5 average rating, 14 reviews

S. Venice Tropical Oasis w/heated pool, near beach

Kick back and relax in this calm, stylish space. A private backyard with a rainforest feel is the perfect get away. Enjoy the heated, saltwater POOL, fire-pit, or several beaches within 10-15 mins. 2 bikes available, Shamrock Park is .25 miles away for bike trail / pickleball courts! Quiet neighborhood. Full kitchen with everything you need. Entire house is fully accessible, except the master bedroom which is not pictured. *Golf /Club membership transfer for extra $$ for 30+ day stay.

Top guest favorite
Home in Venice
4.98 out of 5 average rating, 102 reviews

Costal Poolside Retreat-7 min to beach-heated pool

Welcome to the Poolside where you can relax, unwind and reset in this well-equipped 2-bed, 2-bath pool house just minutes from the beach. Enjoy a private heated pool (Sep-Apr), a fully stocked kitchen, a gas grill, 2 king bedrooms, a brand-new queen sleeper sofa and everything you need for a stress-free stay. We provide all beach gear so you can make the most of your time by the Gulf. Perfect for couples, families, or friends looking for comfort and convenience in a great location.

Top guest favorite
A tranquil heated swimming pool is enclosed by a screened patio, with clear blue water reflecting the sky. Surrounding palm trees add a touch of tropical greenery, while a shaded seating area is visible in the background, creating an inviting outdoor space for relaxation.
Home in Venice
4.97 out of 5 average rating, 116 reviews

Venice Getaway 3 bedrooms, private heated pool

The property is located close to Sarasota and Punta Gorda airport, also you can fly to Tampa airport which is a little bit farther. Impeccable 3 bedroom home with a heated swimming pool. Centrally located and minutes away from shopping, beaches (Caspersen, Manasota Key, Venice Fishing Pier and Venice), some of the best restaurants in the area, and close to downtown Venice. Bring your beachwear and enjoy the sunny days, sandy beaches, and warm water that South Venice has to offer!

Top guest favorite
A private backyard features a sparkling pool surrounded by lounge chairs and an umbrella for shade. Colorful pool floaties and games are visible in the pool, while lush greenery provides a serene backdrop against a vibrant sunset sky.
Home in Venice
5 out of 5 average rating, 35 reviews

2 Kitchens + Pool + Ping-Pong + Corn Hole + BBQ

Relax, work, or play at this bright Venice pool home just minutes from downtown and Venice Beach! Sleeps 8 with 3 bedrooms, a queen pull-out couch, two kitchens, and a dedicated office station. Enjoy the private backyard oasis with a sparkling pool, floaties, pool games, cornhole, and a 4-burner BBQ grill with all utensils. Includes ping-pong, TVs in every room, board games, and a coffee station. Walk to parks or drive to Sharky’s on the Pier for seafood, sunsets, and live music!

Top guest favorite
Apartment in Englewood
4.97 out of 5 average rating, 311 reviews

The Oz Tree House 2.9 m beach

The Tree house apartment has its own entrance and off street parking. Two blocks from Dearborn St. and 2.9 miles to the beach. Light and airy in a private setting with gardens, hammock, fire pit a quiet and peaceful, walking distance to everything the historic district of Old Englewood has to offer. Public tennis courts, great restaurants with live music and once a week a fantastic Farmers Market comes to town! Lemon Bay and Indian Mound are a nice walk to enjoy the sunsets

Top guest favorite
A spacious swimming pool is surrounded by a screened-in patio, featuring lounge chairs positioned for relaxation. The area is illuminated with soft lighting, creating a serene atmosphere as twilight descends. Large glass doors connect the pool area to the interior, enhancing the open feel.
Home in Venice
5 out of 5 average rating, 18 reviews

Luxury Casa in Venice

Welcome! Spend your vacation at this beautiful 3 bedroom 2 bathroom home located in Venice. Heated pool for your convenience, game room, pool table, pot pot golf, beach accessories and two bicycles all for your use! Our home is fully stocked and ready for a great, and restful stay. Master bedroom-King size bed (all bedding provided) Second bedroom-King size bed ( all bedding provided) Third bedroom-2 full beds ( all bedding provided)

Guest favorite
Home in Venice
4.92 out of 5 average rating, 131 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

Guest favorite
A heated saltwater pool is displayed within a screened enclosure, featuring a gently curved shape. A floating lounger is visible in the water, with a concrete deck surrounding the pool. Lush greenery and a white privacy fence are seen in the background.
Home in Venice
4.91 out of 5 average rating, 32 reviews

Private Heated Pool & Spa. Walk to Shamrock Park.

Welcome to the Queen's Flamingo This is a 3 bedroom, 2 bathroom heated pool and spa home. With a fenced in backyard creating your own private oasis. The Queen's Flamingo featuresa heated saltwater pool, spill over spa, covered outdoor dining, walking distance to Shamrock Park for you, your family, and your furry friends, a short drive to the beaches, and a split floor plan with 2 king beds and a double master set up.

Popular amenities for rentals with a pool near Caspersen Beach