Home rentals with a pool near Caspersen Beach

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Top-rated rentals with a pool near Caspersen Beach

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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, 293 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.

Top guest favorite
Home in Venice
4.99 out of 5 average rating, 67 reviews

Heated Pool & Spa | Venice Retreat | 2.6 mi Beach

🏡 Welcome to Your Venice Getaway, Relax in this beautifully renovated home just 2.6 miles from Manasota Key Beach! Enjoy a sparkling heated saltwater pool, hot tub, and spacious fully fenced yard. Minutes from historic downtown, restaurants, shopping, and airports. Lake access with private dock. ✔️ Saltwater Heated Pool & Hot Tub ✔️ Quiet, Safe Neighborhood ✔️ Fully Renovated & Fenced ✔️ Fast Wi-Fi | Central AC | Smart TV ✔️Fully Stocked Kitchen Perfect for families, couples, and snowbirds!

Top guest favorite
An outdoor area is showcased featuring a wooden pergola above a dining table with four chairs. A geometric-patterned rug extends under the table, and a pool is visible nearby, surrounded by greenery. Sunlight filters through the trees, illuminating the inviting space.
Home in Venice
4.99 out of 5 average rating, 71 reviews

Venice Island Home w Heated Pool

Welcome to our beautifully renovated house on Venice Island Florida. Minutes away from the beaches, historical downtown, restaurants, shops, Venice airport. House has large pool, spacious driveway with on-site parking and a closed garage , projector and screen perfect for presentations, movies or catching a big game . It's perfect for getaway & seasonal rental. Enjoy the prime, convenience, comfort, quiet, very safe of this location while exploring all that our beautiful Venice has to offer.

Top guest favorite
A screened pool area features a sparkling swimming pool surrounded by a spacious paver patio. Comfortable lounge chairs are positioned beside the water, while a shaded dining area with multiple chairs is visible. Lush greenery outlines the serene space.
Home in Venice
4.95 out of 5 average rating, 37 reviews

Sunny Casa

This vacation home is perfect for families or groups of friends. The bedrooms are comfortable with large walk-in closets. The home features modern bathrooms. The pool area has ample seating and easy bathroom access. The kitchen is equipped with high-end appliances and a large dining area that seats up to 7-9 people. The home has fun items like board games, corn hole, crafts, 2 bikes, and beach/pool toys. The home is perfect for relaxation and fun in the sun, making unforgettable memories.

Superhost
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, 221 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, 34 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!

Guest favorite
A screened-in lanai accommodates a private pool, with sunlight reflecting off the clear blue water. Surrounding greenery provides a sense of tranquility. A sitting area is visible, alongside a dining table ready for gatherings, enhancing the outdoor relaxation space.
Home in Venice
4.94 out of 5 average rating, 35 reviews

RELAX:) Vacation pool home (Shamrock Park&Beaches)

Our beautiful vacation pool home is only 200 yds. from Shamrock Park with it's many walking and biking trails along the waterway, within ten minutes of 4 different beaches, just a 4 min. drive from a private beach and 10 mins. from the Brohard dog beach! Our private backyard wraps around our screened in pool/lanai. The neighborhood is quiet and safe with friendly neighbors. We have 2 full sized bedrooms as well as a smaller nook off from the garage that includes a full sized bed.

Top guest favorite
Apartment in Englewood
4.97 out of 5 average rating, 312 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

Popular amenities for rentals with a pool near Caspersen Beach

Quick stats about rentals with a pool near Caspersen Beach

  • Total vacation rentals

    Explore 30 vacation rentals in Caspersen Beach

  • Nightly prices starting at

    Caspersen Beach vacation rentals start at G$29,289 GYD per night before taxes and fees

  • Verified guest reviews

    Over 970 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Caspersen Beach vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Caspersen Beach rentals

  • 4.8 Average rating

    Caspersen Beach stays are highly rated by guests—averaging 4.8 out of 5!