
Holiday houses in Highpoint
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Top-rated holiday rentals in Highpoint
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Pet Friendly Pool Oasis St Pete/Gulfport
Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

Spacious Home+Guest House w/Huge Pool/Big parking
Enjoy this tastefully decorated home with a separate guest house, perfect for families or groups. Over 2500 sq ft with a huge backyard and pool, just minutes from beaches, theme parks, restaurants & shops ✨ Highlights: Main house (3+2) + guest house (1+1) Huge backyard & private pool Family-friendly, perfect for gatherings Close to beaches, Splash Harbor Water Park, restaurants Large parking for 7+ cars/RV Convenient location Book your stay and enjoy comfort, style, and fun in one place! :)

Coastal-Themed Retreat with Outdoor Oasis/Beach
Welcome to our spacious coastal-themed 1-bedroom unit, perfect for comfort and relaxation! The bedroom features a cozy queen-size bed, and the living room includes a queen sofa sleeper. The kitchen has a cooktop, microwave, and full-size refrigerator, making it easy to prepare your favorite meals. Step outside to experience our fantastic outdoor area, complete with lighting, outdoor games, BBQ grills, and fire pits. Enjoy dining al fresco or simply unwinding in our comfortable seating areas.

Clearwater House!Near the beach!Newly renovated!
Enjoy your stay in this newly renovated home centrally located in the heart of Clearwater and the Tampa Bay Area! Family vacation, work conference, friends vacation, exploring Florida? Look no further! The home has everything you need for the perfect getaway including luxurious bedding to the max! Everything you need is within arms reach. #1 Beach in the country CLEARWATER BEACH only 20 min drive, TPA Airport 20 min away, charming Dunedin Downtown 15 min away and many more places to visit!

The Guest House
The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

Relaxing beach gateway
Kick back and relax in this calm, stylish space.Only 5 miles from Clearwater beach! Newly renovated spacious studio with brand new bathroom and kitchenette! Spacious studio featuring 1 king bed, a fully equipped kitchenette , free 1 parking spot, high speed internet, flat screen TV. Quiet area located 5 min away from downtown Clearwater and steps away from beautiful park. There is also a dog park 5 minutes away. No smoking No parties Pets allowed 2 parking spot available

Watch the Sunrise at Sunrise! @ Clearwater home.
Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

Sea Turtle Cove
Welcome to Sea Turtle Cove! We are delighted to have you as our guest and hope that you have a fantastic stay with us. This 3 bed 2 bath home has been recently renovated to create a clean, cozy, and your home away from home experience close to Clearwater Beach! Take some time to settle in, explore the area, and make yourself at home. Clearwater and Tampa has so much to offer, from beautiful beaches to vibrant local attractions. Wishing you a fantastic time in Clearwater!

Cozy Cottage heated&salt pool/ Ps5/ Book Now!
Relax with the whole family at this peaceful place located at Largo FL in a cul-de-sac. This beautiful house is 7 miles from Indian Rocks beach, 8 miles from Clearwater Beach and 7 miles from St Pete- Clearwater International Airport and many other amazing beaches & places. Its a very spacious boho style house with a in-ground heated pool with a salt system ready to enjoy those BBQ days and you can spend the night sitting at the fire pit with the family and friends.

St Pete airport /ClearWater Ice Arena/beach/Unit B
This apartment is part of a duplex side by side, this unit is one level with no stairs, both units are used for Airbnb. It’s equipped with everything you need for your vacation, just 7 minutes from the Clear Water airport, 20 min from Tampa International airport, 25 min to the beach, 35 minutes St Pete, 35 minutes Tarpon Spring. The house is not completely fenced in, and it has big yard that is shared with the other unit. Just 4 minutes to Clearwater Ice Arena.

Vacation destination 4 bedroom house
No mandatory evacuation zone. This stylish place to stay is perfect for group trips, very spacious 4 rooms and common areas, every room has a ceiling fan and Smart TV . Location is perfect, 5 min to US 19, 20 min to Tampa Airport, 20 min to downtown, 20 min to beaches, safe and quiet neighbourhood. Backyard is completely fenced and private, gigantic deck on 3 sides of the house with 3 entrances , fire pit, and gas grill. Pets are welcome here!!

Clearwater Sunrise Waterfront Home w Heated Pool
Monthly rental (30 day minimum) coastal retreat on the Gulf in Clearwater, Florida. With stunning sunrises and panoramic waterfront views, this stay is your calling for a relaxation getaway or a family friendly vacation. Located near the St.Pete/Clearwater Airport or minutes from Tampa Airport. Nearby Golf Course, kayaking and minutes from the sandy beaches. Cheer on the near by Blue Jays or Phillies spring training team.
Popular amenities for Highpoint holiday rentals
Stay near Highpoint's top sights
Other great holiday rentals in Highpoint

Downtown Dunedin Getaway 1BD/1BA

Central Clearwater | 3BR Modern Retreat

The Pool House -Private Heated Pool w Entire House

Beautiful Home, Pet Friendly & Close to Beaches!

Tidal Tranquility* Minutes to Clearwater Beach*

Cheerful 2 Bedroom House _ French doors to Patio

Modern2-Story Home -Perfect for Family & Business!

Modern Oasis | Pool, Putting Green, Grilling Area
Destinations to explore
- Seminole Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Tampa Convention Center
- Busch Gardens




