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
Home in Englewood
5 out of 5 average rating, 6 reviews

Gulf Front Escape + Beach Access, Pet Friendly

🦩 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 favorite
A modern living area features a cozy brown sofa with decorative cushions. A large coffee table and poufs are arranged on a light wood floor, while a sleek kitchen with white cabinets and a mosaic backsplash is visible in the background. A balcony door allows natural light and views of the outdoors.
Apartment in Sarasota
5 out of 5 average rating, 24 reviews

Luxury oasis in Sarasota

Welcome! In our luxury 2 bedroom, 2 bathroom home you will find yourself centrally located, and minutes from the best attractions Sarasota has to offer. This luxury condo is located in a quiet, safe, and private community with security. Free parking available to guests. Pool, gym, spa as well as a kayak/paddle board launch ramp available to guests. Minutes to Main street, Marina Jack, St. Armand's Circle, Sarasota Opera house, Marie Selby Gardens, farmer's market, Siesta key and Lido beach!!

Top guest favorite
A comfortable living area features light grey leather seating arranged around a circular coffee table. A framed sea-themed artwork hangs on the wall, while a flat-screen TV is mounted nearby. Natural light filters through sheer curtains, creating an inviting ambiance.
Home in Englewood
5 out of 5 average rating, 45 reviews

The Turtle Nest Pool Home

Private pool home just minutes from Englewood Beach Manasota Key. Bike or take your golf cart to Historic Dearborn St. where you can browse shops and eat at one of the many restaurants. 6 minutes away enjoy Englewood Beach with its warm blue Gulf of Mexico waters. Many restaurant/ bar with outdoor seating and live bands. Boat rentals, wave-runners, and kayaks are available as well as other water sports including parasailing and fishing charters. Or relax by your private pool. Add’l Parking

Superhost
Home in Englewood
4.67 out of 5 average rating, 3 reviews

Lemon Bay Canal Home – Pool, Hot Tub & Boat Dock

Welcome to your private escape nestled on a secluded peninsula in Lemon Bay, just minutes from the Gulf of Mexico. This 2-bedroom, 3-bathroom pool home is a boater’s dream with direct canal access to open water—no bridges, no height restrictions. Just tie up at your private dock and you’re off to explore Lemon Bay, Stump Pass, and the Gulf in no time. Whether you’re into fishing, beachcombing, or simply relaxing poolside, this home offers the perfect blend of privacy, comfort, and location.

Guest favorite
A single-story house with a red tiled roof is shown among lush greenery. Light blue shutters adorn the windows, and a small bench sits on a gravel pathway, with tall trees in the background providing shade.
Bungalow in Englewood
4.94 out of 5 average rating, 16 reviews

1mi to Beach. 1+ acre of jungle Pool & Pickleball

Over 1.2 acres of scenic Florida landscape to explore. Home to 50+ different plants, birds, animals and walking trails you are sure to feel like you are in a jungle oasis. Just 1 mile to Manasota Beach the shark tooth capital of the world! Explore all the beach has to offer with a 3-4min car/bike ride. The house has a huge lanai with pool, tv and seating areas. Two bedrooms and 1 bathroom with a tub. Just ten 5 min away 20+ restaurants and grocery stores. Escape the noise and enjoy nature.

Guest favorite
Hotel room in Venice
4.88 out of 5 average rating, 268 reviews

Near Downtown/Beach | Tropical Villas Venice Beach

Tropical Villas of Venice Beach offers 10 Villas on the Island of Venice FL. The Villas give the Old time Florida vibe with a convenient location to the beach, stores and restaurants. - 3 blocks from the beach - 2 blocks from the downtown - Near the Legacy Bike trail - In front of the beautiful John N. Park (Picnic) - Tropical gardens & swimming pool - Smart TV : NFLX, DIS +, Hulu, Espn+ - BBQ and Bikes and beach gears provided - Shark teeth equipment - Farmer Market every Saturday

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, 30 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.

Top guest favorite
An aerial view captures a light blue house with a spacious driveway and manicured lawn, surrounded by lush greenery and a serene canal. The home features a charming front porch and is set within a quiet neighborhood, showcasing the tranquil natural landscape.
Home in Port Charlotte
4.94 out of 5 average rating, 32 reviews

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Top guest favorite
Home in Siesta Key
5 out of 5 average rating, 155 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

Top guest favorite
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, 215 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.

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.

Top guest favorite
Home in Venice
5 out of 5 average rating, 22 reviews

The Lakeview Getaway

Welcome to The Lakeview Getaway. This beautiful lakefront property would be a wonderful landing spot for your next family vacation. There are 3 bedrooms, 2 bathrooms and a pull out couch for extra sleeping room. Relax indoors in the Tastefully decorated living area or take a dip in the pool. This property is sure to please! Located 10 minutes from the Beautiful Venice Beach.

Popular amenities for rentals with a pool near Caspersen Beach