
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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The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

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.

Gulf Front Escape + Beach Access, Pet Friendly
🦩 Exclusive Amenities Include: • Walk Out to the Beach – Just Steps from Your Door • Historic Old Florida Charm • Coastal and Surf Decks with Outdoor Seating • Community Pool with Picnic Tables and Chaise Lounges • Community Grills and Post-Beach Outdoor Showers • Free WiFi and TV • Full Kitchen, Wares • Starter Pack of Toiletry Essentials • Starter Pack of Home Essentials • Beach Towels, Chairs and Umbrellas Provided • Tub/Shower Combo in Bathroom • Desk and Chair in Unit, Community Laundry

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

Tropical Bliss | Lush Garden Poolside Retreat
Florida living at its finest awaits at this peaceful 3BR/2BA pool home tucked beside Shamrock Nature Preserve in South Venice. Find your BLISS at this thoughtfully decorated and stocked, bright, modern and cozy retreat, that features a resort-style garden and private pool in a fully fenced backyard — perfect for unwinding in total serenity. Enjoy quiet mornings, lush tropical vibes, and all the comforts of home, just a short 10-minute drive to Venice Beach and charming downtown Venice.

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!

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!

Green Bamboo - saltwater pool, great backyard.
Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

Relaxing Poolside Oasis-7 min to beach-heated pool
Welcome to the Poolside where you can relax and unwind 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.

Perfect vacation home 3 miles from beach.
. Located in a desirable community of Venice Garden. Several beautiful beaches such as Venice, Manasota and Sharky's are located only few miles away. This ideal vacation home with swimming pool sits in a quite, peaceful area making it an ideal place for any season gateway. This is a great place for biking, running and walking. You will love my home because it can accommodate couples, solo adventures, or families with kids. There is no BBQ on the property.

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.

Studio, pool, private beach, boat dock shark teeth
Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.
Popular amenities for rentals with a pool near Caspersen Beach
House rentals with a pool

🌺 Stunning 2 Br/2 Ba Pool Home Near Beaches

Luxury Casa in Venice

Morning Side

Heated Pool! Tranquil Home Near Beach!

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

Pirates Treasure Cove

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Waterfront Oasis wish a Splash!
Apartment rentals with a pool

Beautiful White Sand Siesta Key Beach

Cozy 1BR Beach Condo on Siesta Key!

Entire Beachside Condo! Don’t worry Beach Happy!

Villa Maria: Minutes to Siesta Key!

On the Beach; Siesta Key SunBum Studio

Location! Gulf Condo @ S. Jetty 30 day minimum

Seaside on Siesta Key Beach

Oceanfront LBK: Open Tuesday, $175/nt + Fees!
Other holiday rentals with a pool

Bay Breeze @ManasotaKeyCondos

Ocean Oasis on Manasota Key - Ocean View

RELAX:) Vacation pool home (Shamrock Park&Beaches)

Chic, coastal studio: Anytime Mimosa

Venice Florida Stunning Lake Front Oasis!

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

Boardwalk Beachfront Getaway

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
Destinations to explore
- Family-friendly rentals Caspersen Beach
- House rentals Caspersen Beach
- Rentals with beach access Caspersen Beach
- Rentals with outdoor seating Caspersen Beach
- Pet-friendly rentals Caspersen Beach
- Rentals with a patio Caspersen Beach
- Rentals with a washing machine and dryer 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
- Anna Maria Public Beach
- Bean Point Beach
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Myakka River State Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Lakewood National Golf Club
- Stump Pass Beach State Park
- Marie Selby Botanical Gardens
- Blind Pass Beach
- Img Academy
- Tara Golf & Country Club
- South Jetty Beach
- North Jetty Beach




