Vacation rentals in Highpoint

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Top-rated vacation rentals in Highpoint

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

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Guest favorite
A screened-in pool area features a clear blue in-ground pool surrounded by lounge chairs and vibrant blue seating options. Lush greenery provides a natural backdrop. Sunlight filters through the mesh canopy, creating a bright and inviting space for relaxation.
Home in Largo
4.94 out of 5 average rating, 183 reviews

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! :))

Guest favorite
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
4.91 out of 5 average rating, 115 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

Guest favorite
Home in Clearwater
4.94 out of 5 average rating, 16 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 favorite
A private, heated pool area is framed by lush tropical palms, with a screened-in porch visible in the background. The pool's clear water invites relaxation, while a shaded seating arrangement offers a cozy spot to enjoy the serene surroundings.
Home in Clearwater
4.94 out of 5 average rating, 52 reviews

Peaceful Heated Pool for Family Fun near Beaches

Relax in a fully fenced heated pool paradise that backs to a nature preserve giving your family privacy amongst the Florida palms. Enjoy the beautiful 3/2 heated pool home that sleeps 8 in cozy beds. Kitchen amenities allow you to prepare meals with ease while you/ your kids fill the open space with laughter + memories creating art and playing games. Easy access to major roadways gets you to a handful of beaches in no time along with all that Tampa Bay has to offer just minutes away.

Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 213 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 favorite
Home in Clearwater
4.97 out of 5 average rating, 35 reviews

Elegant Living: Spacious 4-Bedroom, 3-Bath Home

This brand-new 4BR/3BA home features tall ceilings, modern finishes, a fully equipped kitchen, and indoor laundry with new LG appliances. Relax in the living room with an electric-lift leather couch, or unwind in the master suite with double vanity, tub, and walk-in closet. Enjoy a patio with TV, seating, and fire pit. Child friendly with kids room, pack and play, and eating chair. Minutes from the water and close to Tampa, St. Pete, Clearwater, and Safety Harbor’s Main Street.

Top guest favorite
A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.
Guest suite in Clearwater
5 out of 5 average rating, 102 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Superhost
A spacious living area features a comfortable sectional sofa adorned with a yellow throw. Natural light fills the space through large windows, highlighting wooden paneling on the ceiling. A dining table is visible nearby, surrounded by woven chairs, with a kitchen in the background.
Guest suite in Clearwater
4.76 out of 5 average rating, 67 reviews

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.

Guest favorite
Home in Pinellas Park
4.91 out of 5 average rating, 168 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!!

Guest favorite
Home in Largo
5 out of 5 average rating, 11 reviews

Fresh Escape – Modern Stay 10 Mins to Beach

Enjoy a quiet stay in this fully remodeled home with high-end finishes. Located in a peaceful fenced property, just 1 min from shops and restaurants, and a short drive to Indian Rocks, Clearwater, and St. Pete Beach. Relax in the paved backyard under string lights, use the washer/dryer, and take advantage of the huge free parking for RVs or large vehicles. Only 12 mins from Clearwater/St. Pete Airport and 30 mins from Tampa Airport.

Top guest favorite
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, 109 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.

Top guest favorite
A fenced outdoor deck features a private spa tub surrounded by tropical landscaping. Comfortable lounge chairs and a shaded seating area create a relaxing space, while the vibrant turquoise cottage provides a cheerful backdrop. The scene is brightened by natural light filtering through the trees.
Cottage in Safety Harbor
4.97 out of 5 average rating, 205 reviews

Lush Harbor Oasis with Private Hot Tub

Escape to your private resort-style cottage in the heart of Safety Harbor! This renovated retreat is perfect for a relaxing getaway. Enjoy a private hot tub, a fully fenced yard, a dedicated office, and complimentary EV charging. Perfectly located for exploring Tampa, St. Pete, and Clearwater's famous beaches. Your ideal Florida home base awaits!

Popular amenities for Highpoint vacation rentals

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