
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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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

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!!

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

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.

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.

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

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.

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.

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!

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.

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.

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
House rentals with a pool

The Sand Castle - Backyard Oasis Mins from Siesta!

PalmHaus | Heated Pool•Outdoor TV•Coastal Retreat

The Manor House on Lemon Bay. Available April 6th!

Luxury Canal-Front Home + Heated Pool Near Beach

Capri- Waterfront Retreat | Pool-Dock-Bikes-Kayaks

Your private outdoor oasis awaits ! 642BB

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock

Daze Inn Between: lagoon pool ½ mi to beach ferry!
Condo rentals with a pool

Sunset Beach

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

Private Beach & Intracoastal Waterfront

Sea Shell Ocean View On Beach Walk Everywhere Pool

On the Beach; Siesta Key SunBum Studio

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Sarasota Surf & Racquet Club Siesta Key Condo

Sun-Kissed Memories!
Other vacation rentals with a pool

Midnight Cove II 313F - This is living!

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Oceanfront Home with Heated Pool in Fishers Haven

Tropical Paradise
Destinations to explore
- House rentals Caspersen Beach
- Pet-friendly rentals Caspersen Beach
- Rentals with a patio Caspersen Beach
- Rentals with beach access Caspersen Beach
- Rentals with outdoor seating Caspersen Beach
- Rentals with a washer and dryer Caspersen Beach
- Family-friendly 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
- Turtle Beach
- Coquina Beach
- Lido Key Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- North Beach At Fort DeSoto Park
- Lakewood National Golf Club
- The Don CeSar
- Myakka River State Park
- Img Academy
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- North Jetty Beach
- South Jetty Beach
- Edison & Ford Winter Estates




