
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.

Beachy Cottage close to Siesta | 3 Bed | Huge Pool
Welcome to The Salty Unicorn, your cheerful Sarasota escape just five miles from Siesta Key Beach. This fully renovated 3-bedroom home is designed for relaxation and fun, with a bright open layout, stylish coastal décor, and plenty of space to gather with family or friends. Start your mornings with coffee by the pool, spend sunny afternoons swimming or lounging in the spacious backyard, and end the day with dinner in the screened lanai. Whether you’re here for beach days, family time, or a peace

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!

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.

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!

Gulf Getaway, pool, hot tub & kayak to the beach
Paradise Getaway with heated Pool, and Kayaking to the Beach. This ground floor apartment is part of my Key West-style home located on the shores of the Intracoastal Waterway in South Venice, FL. This is a two-bedroom open floor with full kitchen, and direct access to pool, and Tiki bar and includes free use of 4 kayaks. There is a kayak launch in the backyard it´s only a 5-10 minute paddle to beautiful Caspersen Beach on the Gulf of Mexico.

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.

Family & Pet-Friendly Venice Home Near Beaches
Escape to this charming 2-bed, 2-bath pet-friendly bungalow, your private oasis near Venice beaches. Perfect for families or couples, this home comfortably fits up to 4 guests and features a private screened-in pool, a dedicated workspace, and free parking. Enjoy a relaxing retreat just minutes from the sand, surf, and a fantastic dog beach. Your perfect coastal getaway awaits! Playground, trail and nature center nearby.

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.

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

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

Modern 3-Bedroom Home with a New Pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

NEW Coastal Build + Pool/Spa, SHARK TOOTH KIT

Shark Tooth Shores on Venice Island

Private Pool Retreat • Near Beach • Peaceful

Private Heated Pool and Walk to Shamrock Park

Waterfront Venice Home | Heated Pool, Spa & Pets

Morning Side
Condo rentals with a pool

Vintage Villa 35 | Steps to Beach | Pool

Manasota Key

Entire Beachside Condo! Don’t worry Beach Happy!

Studio, pool, private beach, boat dock shark teeth

Beach studio 56

Sunset Beach

Siesta Key Oasis with Gulf Views

On the Beach; Siesta Key SunBum Studio
Other vacation rentals with a pool

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

Lake, Trees, Near Beach, with Private Heated Pool!

Hammock Cove

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

"Casa Al Mare" 3BR/2BA w/POOL 7 min from Beach!

Lakeside Retreat 3BD 2BA pool home

Gulf Front Escape + Beach Access, Pet Friendly

Tropical Bliss | Lush Garden Poolside Retreat
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 $80 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
Destinations to explore
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Captiva Island
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Manasota Key Beach
- Crescent Beach
- Fort De Soto Park
- Englewood Beach
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Myakka River State Park
- The Don CeSar
- Lido Beach
- Stump Pass Beach State Park
- Bowman's Beach
- Blind Pass Beach
- North Jetty Beach
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