
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.

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.

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!

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.

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.

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.

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.

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.

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
House rentals with a pool

Home in Venice with Heated Pool

Pool Home in South Venice

Luxury Casa in Venice

South Venice Balcony Pool House

Spacious Venice Starfish Pool Home

CasaTranquila Heated Pool, Pergola, Outdoor Shower

Heated Pool 3 bedroom 2 bath home in Venice

Daze Inn Between: Resort 10 mins to Manasota Beach
Condo rentals with a pool

Sunset Beach

6 Siesta Breakers - Condo, Ocean View, Heated Pool

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

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

Morning Side

Peaceful waterfront home

Private Heated Pool + Swim-Up Bar • Mins to Beach

6min to Beach. Saltwater Pool, Jacuzzi. Fits 8ppl.

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Private homeNew pool.1 mile to OPEN Manasota Beach

Poolside Palms & Oak; sltwtr pool, 10 min to beach

Private Heated Pool & Spa. Walk to Shamrock Park.
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!
Destinations to explore
- Rentals with a patio Caspersen Beach
- Family-friendly rentals Caspersen Beach
- House rentals Caspersen Beach
- Pet-friendly rentals Caspersen Beach
- Rentals with a washer and dryer Caspersen Beach
- Rentals with beach access Caspersen Beach
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- Rentals with pools Sarasota County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
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- 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
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