
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.

Escape to Casa Blu- private pool, minutes to beach
Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

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.

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.

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!

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.

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.

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.

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!

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.

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!

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

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.
Popular amenities for rentals with a pool near Caspersen Beach
House rentals with a pool

Home in Venice with Heated Pool

Pool Home in South Venice

Heated Pool & Spa | Venice Retreat | 2.6 mi Beach

Luxury Casa in Venice

South Venice Balcony Pool House

Spacious Venice Starfish Pool Home

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

Sunny Casa
Condo rentals with a pool

Sunset Beach

The Honeymoon Suite on Siesta Key Beach

Entire Beachside Condo! Don’t worry Beach Happy!

On the Beach; Siesta Key SunBum Studio

Vintage Villa 35 | Steps to Beach | Pool

Comfy Siesta Key Condo

Sunset and beach view from your balcony Unit 403

Studio, pool, private beach, boat dock shark teeth
Other holiday rentals with a pool

Gulf Front Escape + Beach Access

Stylish Venice Island Pool Home

Morning Side

Peaceful waterfront home

CasaTranquila Heated Pool, Pergola, Outdoor Shower

Daze Inn Between: Resort 10 mins to Manasota Beach

Private homeNew pool.1 mile to OPEN Manasota Beach

Lake, Trees, Near Beach, with Private Heated Pool!
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 $237 NZD per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Caspersen Beach holiday 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!
Destinations to explore
- Rentals with a washing machine and dryer Caspersen Beach
- Family-friendly rentals Caspersen Beach
- Rentals with a patio Caspersen Beach
- Rentals with beach access Caspersen Beach
- Rentals with outdoor seating Caspersen Beach
- Pet-friendly rentals Caspersen Beach
- House rentals Caspersen Beach
- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Captiva Island
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Anna Maria Island Beach
- Lido Key Beach
- Tiny House Siesta
- Cortez Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Englewood Beach
- The Don CeSar
- Lakewood National Golf Club
- Myakka River State Park
- Img Academy
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- North Jetty Beach




