Home rentals with a pool near Caspersen Beach

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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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Top guest favorite
The swimming pool with a panoramic view showcases clear blue water beneath a screened lanai. Sunlight filters through the structure, reflecting off the surface. A serene lake is visible in the background, framed by lush greenery and clouds in the sky.
Home in Venice
4.94 out of 5 average rating, 108 reviews

Venice Florida Stunning Lake Front Oasis!

Superhost property: Close to Gulf Beaches,5 night min. Super views. Welcome to Paradise! Private and loaded with all you need to relax. This spectacular lake front home is minutes to the beach and Venice. Enjoy our new screened lanai with panoramic view. Home is set back w/gardens, heated pool , lakeside patio & now, two king beds. A slice of the Tropics is found here, hospitality at its best! Home best suited for mature adults and their children ages 16 and up. Come home where paradise awaits.

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, 305 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
4.84 out of 5 average rating, 239 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
Home in Venice
5 out of 5 average rating, 18 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.

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
4.96 out of 5 average rating, 56 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
Home in Venice
5 out of 5 average rating, 21 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 favorite
Condo in Venice
4.96 out of 5 average rating, 111 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.

Top guest favorite
Apartment in Englewood
5 out of 5 average rating, 266 reviews

The Oz Parlor 2.9 mi beach

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless. I have Netflix. I will also add additional streaming channels for longer term stays. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

Guest favorite
Home in Venice
4.9 out of 5 average rating, 152 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.

Top guest favorite
Home in Venice
4.95 out of 5 average rating, 22 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 favorite
Home in Sarasota
4.98 out of 5 average rating, 127 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. 🌴

Top guest favorite
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, 367 reviews

Last MIN AUG Sarasota #1 Luxury Villa! 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!

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 R 1,288 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,080 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

  • 4.6 Average rating

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