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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.

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Guest favourite
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.
Guest house in Englewood
4.91 out of 5 average rating, 303 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 favourite
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, 86 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.

Guest favourite
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, 235 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 favourite
Home in Venice
5 out of 5 average rating, 15 reviews

Venice Beach Sand Dollar Sunshine

Just 2.4 miles to Venice Island and 6 houses to the famous Shamrock Park - Welcome to Sand Dollar Sunshine, your turquoise beachy retreat in the heart of Venice, Florida! Our charming single-family home offers the perfect blend of relaxation and convenience, including an outdoor oasis with a screened, private, oversized pool, a large furnished lanai, lush privacy, and unbeatable proximity to parks, biking/hiking trails, tennis courts, the Intracoastal Waterway, restaurants, and beaches.

Guest favourite
Home in Venice
5 out of 5 average rating, 16 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 favourite
Home in Venice
5 out of 5 average rating, 18 reviews

Bright New Home • Family Oasis Near the Shore

Paradise awaits in this stunning & pristine 3-BR home WITH a HEATED pool! Centrally located to many restaurants, stores, and entertainment while only 10 minutes from the beach! Private backyard and covered patio deck. Gracious updates throughout with all of the amenities for a perfect vacation- from the relaxing outdoor lounge space and BBQ grill to the cozy living room perfect for any family movie night, a fully stocked kitchen, TVs, and even an extensive library for all ages!

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.
Apartment in Englewood
4.91 out of 5 average rating, 230 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
Apartment in Venice
4.96 out of 5 average rating, 109 reviews

Vintage Villa 35 | Steps to Beach | Pool

Welcome to Vintage Villa 35. Just steps from the Gulf in Venice Island’s Golden Beach neighborhood. This bright, design-forward coastal retreat blends beachside ease with thoughtful details throughout. Walk to the sand, then spend your days exploring nearby Sharky’s, the pier, and historic downtown Venice, all just minutes away. Guests also enjoy access to a rare Olympic-sized community pool, a nostalgic nod to the property’s 1950s roots.

Guest favourite
Home in Venice
4.91 out of 5 average rating, 147 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 favourite
A screened-in pool area is presented, featuring a clear blue pool surrounded by stone pavers. Lush greenery and water views are visible through the screen, enhancing the sense of tranquility and connection with nature.
Cottage in Nokomis
4.95 out of 5 average rating, 106 reviews

New Pool Tropical Waterfront Dock & Optional Boat

Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

Top guest favourite
Home in Venice
4.95 out of 5 average rating, 19 reviews

PalmHaus | Heated Pool•Outdoor TV•Coastal Retreat

Welcome to PalmHaus, a bright and modern 4-bedroom Florida vacation home perfect for families and groups. The home features 2 king beds, 1 queen, and 2 twins, a fully stocked kitchen with a coffee bar, and a cozy living area with an electronic fireplace. Enjoy your private heated pool (up to 87°F), outdoor TV, BBQ grill, poolside seating, and beach supplies. Relax, unwind, and enjoy effortless coastal living.

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 122 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Popular amenities for rentals with a pool near Caspersen Beach

Quick stats about rentals with a pool near Caspersen Beach

  • Total holiday rentals

    Explore 30 holiday rentals in Caspersen Beach

  • Nightly prices starting at

    Caspersen Beach holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 1,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Caspersen Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Caspersen Beach rentals

  • 4.6 Average rating

    Caspersen Beach stays receive an average rating of 4.6 out of 5 from guests