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 favourite

Guest suite in Largo

5.0 out of 5 average rating, 104 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Large spacious private master bedroom suite with private entrance and driveway! King bed. Walk in closet. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! Lots of great restaurants nearby! 20 minutes -St Pete-Clearwater airport and 30 minutes-Tampa airport! Relax in backyard while having your coffee or wine

Jan. 30 – Feb. 6

$131 CAD per night

Guest favourite

Guest suite in Largo

4.95 out of 5 average rating, 233 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

Sep. 7 – 14

$145 CAD per night

Guest favourite

Guesthouse in Seminole

4.95 out of 5 average rating, 143 reviews

Quiet & Cozy Guesthouse minutes to the beach.

Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches. 4 Miles to Madeira Beach/Treasure Island, 9 miles to Clearwater and St Pete Beach. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot and access to washer/dryer for stays 4 nights or more. No pets, no children under 12.

Jun. 14 – 21

$144 CAD per night

Guest favourite

Apartment in Clearwater

4.93 out of 5 average rating, 184 reviews

Quiet Apartment, Private, Patio, Central Clw.

Book without risk with our Flexible cancellation policy. This Triplex apartment is centrally located in Clearwater near US Hwy 19 and FL60 (Gulf to Bay Blvd). Clearwater Beach is a straight drive ahead (about 4 miles). This is a large 1 bedroom apartment that is perfect for two, but can also sleep four with the sleeper-sofa. There is a large kitchen with full size appliances. There is a queen size bed in the bedroom, and a sleeper sofa in the living room. Separate laundry room.

Jul. 6 – 13

$159 CAD per night

Superhost

Apartment in Clearwater

4.85 out of 5 average rating, 170 reviews

1 bedroom apartment. 5 miles from Beaches

**Brand new medium firm (not soft, not hard) queen mattress. ** Centrally located Clearwater/Largo apartment in back of a single family house. Near Gulf of Mexico White Sand Beaches. Clearwater Beach is about 5 miles & Indian Rocks Beach 7 miles. Convenient to Sarasota in the South, Tarpon Springs North, and Tampa Bay to the East. Many County Parks near by, Arts District of St. Petersburg and a wealth of restaurants and entertainment places.

Jun. 1 – 8

$153 CAD per night

Guest favourite

Guesthouse in Clearwater

4.89 out of 5 average rating, 274 reviews

Studio close To Clearwater Beach

Welcome to Clearwater! Located just a short distance from a variety of restaurants, unique shops, and grocery stores, we offer convenient access to anything you might need during your stay. Our studio is 4 miles from Clearwater & 5 miles to Indian rocks Beach. There is no shortage of things to do in the area, local parks, museums, cruises, and a variety of nightlife. Enjoy jet skis, bike trails, tennis, parasailing, and pier fishing!

Jul. 4 – 11

$149 CAD per night

Guest favourite

Guest suite in Clearwater

4.95 out of 5 average rating, 21 reviews

St Pete airport ✈️ /Clear Water 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.

Feb. 11 – 18

$241 CAD per night

Guest favourite

Guest suite in Seminole

4.95 out of 5 average rating, 167 reviews

Priv Entry, Priv fenced yard, low cleaning cost.

Your private entry guest suite awaits. Large 400 ft. New mattress updated August 2023. AC split unit that you can control, You have your own fenced side of the yard. Pet friendly. (You do need to let me know you're bringing a dog) Medium dog crate available for your use. The suite is 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

Jun. 1 – 8

$137 CAD per night

Guest favourite

Guest suite in Clearwater

4.9 out of 5 average rating, 142 reviews

Home away from home!

This 1 bedroom guest house in Clearwater, is truly a fantastic retreat. Feel at home with all the amenities. Great location, safe surroundings, fenced private courtyard for smoking, 5 miles from Clearwater beach. Affordable, queen bed, kitchen, shower, Netflix, free driveway parking on premise. Thoroughly cleaned after every guest check out. Come and enjoy in this beautiful city.

Dec. 19 – 26

$126 CAD per night

Guest favourite

Home in Pinellas Park

4.9 out of 5 average rating, 282 reviews

Lovely Home in Quiet Neighborhood!

This is a lovely home in quiet neighborhood. Beautiful wood laminate flooring, modern feel with wifi, 55" smart tv, Sleep Number queen bed and tv in master bedroom. Quick access to Tampa and St. Pete/Clearwater airports, beaches, nightlife and culture in St. Petersburg and Tampa plus shops, restaurants and malls. Getting around Tampa bay is a cinch from here!

Nov. 27 – Dec. 4

$171 CAD per night

Guest favourite

Home in Clearwater

4.83 out of 5 average rating, 90 reviews

The Zen Den- 2bedroom, 1bath w/Fire Pit & Grill

🪴Welcome to The Zen Den. 🌿 Visit Clearwater, Saint Pete, and Tampa from this central location. 📍 Only 5 minutes away from the PIE Airport ✈️ Experience local beaches 25 min away 🏝️ Family and friends can gather around our fire pit 🔥 or grill outdoor & relax under our stringed solar lights for a night to connect with loved ones.

Aug. 31 – Sep. 7

$166 CAD per night

Guest favourite

Guest suite in Pinellas Park

4.94 out of 5 average rating, 196 reviews

Cute suite near beautiful beaches of San Pete

Charming fully equipped suite with private bathroom, separate entrance and free parking on premises, just 15 minutes from the paradisiacal beaches of San Pete, listed as one of the best beaches in La Florida, and 15 minutes from the cheerful downtown of San Pete, full of bars, restaurants, theaters, museums, shops and much more

Feb. 28 – Mar. 7

$160 CAD per night