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Holiday rentals in Highpoint

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Top-rated holiday rentals in Highpoint

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A serene backyard scene features a sparkling pool surrounded by a spacious deck. Lush greenery and tall trees provide shade, while a fenced perimeter enhances privacy. The blue sky above is dotted with soft clouds, complementing the inviting outdoor space.
Home in Largo
4.8 out of 5 average rating, 136 reviews

3 Bedroom House with pool, 10 min from the beach

WOW! Your dream CONTEMPORARY POOL home away from home is complete with an ENTIRELY remodeled interior and revived landscape. Please be aware NO PARTIES! 3 bedroom/2 bath, the home offers upgrades throughout the kitchen, dining, family, master bathroom and living rooms. The beautiful home also includes BRAND NEW stainless steel appliances. Within the open floor plan there is a smooth transition from the kitchen to the spacious and perfect for entertaining family room equipped with a wood burning fire place. The master bedroom has an "on suite" bath and walk-in closet while the two other bedrooms are on the opposite side of the home for privacy. Maximum 6 adults ( we can consider two more kids, reservation required). No more than 3 cars. Please note, we have security cameras outdoors and in the garage. We have 1 camera in front of the house, 2 cameras at the backyard (one near the pool equipment and another one near the pool), also 1 camera located inside the garage. There are motion detector cameras. All the cameras are in use and recording video 24/7 during your stay. FENCED-IN backyard gives privacy while enjoying time in the pool and wooden deck. Located in a cul-de-sac, the neighbor offers a peaceful and relaxing atmosphere with friendly neighbors. Hot tub works only during winter time( per request only). Additional fee may apply. LOCATION LOCATION, LOCATION, Home located in the heart of the Pinellas county, closer to the beach, mall, restaurant, all the necessities you can think of.

Guest favourite
Home in Clearwater
5 out of 5 average rating, 19 reviews

NEW! LaPlage - Centrally Located - Family Friendly

🏖️ LaPlage —French for “the beach”—is a charming traditional Clearwater home with original preserved details and hand-painted art throughout. This unique home provides guests with ultimate comfort. Enjoy a spacious backyard, large heated pool, a stunning 50 ft enclosed patio and so much more. Play pool, foosball and darts or simply relax outside in the private backyard. Centrally located near several parks, and great restaurants or a short drive to the beach, LaPlage is the perfect family home

Guest favourite
A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.
Home in Largo
4.93 out of 5 average rating, 112 reviews

Tropical Pineapples

Your family will be close to everything when you stay at this centrally-located place. 7 minutes from St Pete Clearwater International airport. 12 minutes to the beaches. TVs on every bedroom and living room. All major stores: shopping, groceries, restaurants and beaches. There’s a coffee shop literally right behind the backyard, the best Pizza place across the street and a convenience store as well. *Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 174 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
Home in Clearwater
4.92 out of 5 average rating, 13 reviews

Clearwater | Pet Friendly | 8 PPL | Great Location

Welcome to your perfect getaway! This 3-bedroom, 2-bath home offers comfort, convenience, and plenty of fun for your stay. Enjoy a spacious layout with a large backyard—perfect for relaxing or entertaining. The home is centrally located, just 15 minutes from Tampa International Airport and Downtown St. Petersburg, with easy access to major highways, shops, and restaurants. Whether you’re here for business or leisure, this property provides the ideal blend of relaxation and accessibility.

Top guest favourite
A cozy guest suite is shown, featuring a spacious bed against a soft blue wall. A colorful octopus-patterned rug adds charm to the room. Nearby, a coffee station is visible alongside a potted plant, with a well-lit seating area in the background.
Guest suite in Seminole
4.96 out of 5 average rating, 263 reviews

Beautiful Private entry & yard, non shared space.

Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A.

Top guest favourite
Home in Clearwater
4.98 out of 5 average rating, 211 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Top guest favourite
A spacious bedroom features a plush king bed with a light-colored blanket and two dark nightstands on either side. Vertical windows offer natural light, while neutral gray walls and wood flooring create a calm atmosphere.
Flat in Clearwater
4.95 out of 5 average rating, 120 reviews

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

Superhost
A bright living area features a comfortable gray sofa and a glass-top coffee table over a natural fiber rug. Two ceiling fans circulate air, and windows allow natural light to fill the space. A dining area with wicker chairs is visible in the background, enhancing the open layout.
Home in Clearwater
4.95 out of 5 average rating, 56 reviews

Clearwater Ice Arena / St Pete airport / Unit A

This House is part of a duplex side by side, this unit is two level with 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. Relax with the whole family at this peaceful place.

Guest favourite
Home in Pinellas Park
4.91 out of 5 average rating, 165 reviews

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!!

Top guest favourite
The outdoor area presents a heated swimming pool surrounded by a patio made of stone. Lush greenery and tropical plants frame the pool, while a nearby gazebo offers shaded seating. Bright blue lounge chairs are positioned by the water, creating a relaxing environment.
Home in Clearwater
4.97 out of 5 average rating, 108 reviews

Paradise palms oasis Clearwater

Paradise Peaceful oasis house is located in Clearwater Florida with spacious property inside out all remodeled for enjoying quality time for family vacations .Pet allowed 1 dog or cat to 20lb nothing over that.Pet fee $150. Heated swimming pool is on guest request . Water is set for 80 degrees. TIA 15 minutes Clearwater Beach 15 minutes St. Petersburg 15 minutes around its restaurants shoppings beautiful parks. Excellent fishing.

Superhost
Home in Clearwater
4.71 out of 5 average rating, 21 reviews

#13 Near Clearwater airport home

Experience the fun of Florida with ease in this 2-bedroom, 1 bath vacation rental. Offering a full kitchen, Smart TV, this home is perfect for sharing memory-filled moments! Located in Clearwater FL, this property just across the bridge to Tampa and allows for beachside days at spots like Indian Rocks Beach Nature Preserve or Clearwater Beach.

Popular amenities for Highpoint holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Highpoint