
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.

Newly Updated & Clean Vacation Home
Home is centrally located b/w Clearwater Beach 🏖️ , Dunedin 🌺, St. Petersburg 🍨 , and Tampa 🌃. Plenty of local restaurants & shops 🍒. Minutes from Indian Rocks Beach 🐚🏝️. 30-minute drive from Tarpon Springs Sponge Docks 🐬🐟. This super clean and fully stocked home offers everything you’ll need for an enjoyable stay. Home features a comfortable king bed and 1 futon sofa convertible bed, ideal for 1-3 guests. For added security, outdoor cameras operate 24/7. Please feel free to reach out!😊

The Florida Room. private entry.driveway parking.
Not a shared space. No "Plug ins' or harsh cleaning products . slightly sented detergents, No fabric softener. Close to Tampa, St. Pete , All beaches and Airport's Restaurants directly across the street. Publix, Starbucks within walking distance. Keyless private entry. Small fenced fenced area that is convenient for your pet. There's room enough for 1 car, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No guest Cats

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

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!

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!
If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

Cozy Studio Saint Petersburg
Take a break and unwind at this peaceful oasis.This stylish place to stay is perfect for two people. (air mattress available upon request if there is a 3rd guest). Only 7 min away from the downtown St Pete, 15 min from TIA, 20 min from st pete beach , . this spacious studio is made for you and your family with all of the amenities needed for a relaxing vacation. It features a queen size bed and newly renovated bathroom, new Kitchen No parties allowed. No smoking 🚭 Pets allowem

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

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.

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.

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!!

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.

Luxe Apartment | Water Views | Covered Balcony
Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!
Popular amenities for Highpoint holiday rentals
Stay near Highpoint's top sights
Other great holiday rentals in Highpoint

Safety Harbor Bird House with Lake View

La Casa del Mar, Clearwater

Central Clearwater | 3BR Modern Retreat

Welcome

Unique modern country style home

Modern Haven: Located between TPA/Clearwater Beach

Delish BBQ, Comfy WFH, Workout Gear & Private Yard

Toucan Luxury Oasis - Heated POOL and SPA
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