Vacation rentals in Highpoint

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Top-rated vacation rentals in Highpoint

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Guest favorite

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 144 reviews

Casa Magnolia- Cute and spacious remodeled unit

Perfect St. Petersburg getaway! This spacious and completely remodeled unit is located in a quiet residential area but is close to everything the area has to offer. Downtown St. Pete with it's new pier, spa beach, waterfront parks, many restaurants and breweries is less than 5 miles away. Sawgrass Park and Weedon Island Nature Preserve (~2 miles) offers great nature trails, kayaking, fishing and birding options. Some of the best beaches in the world are less than 30 minutes away. TPA is 20 mins.

Guest favorite

Guesthouse in Seminole

4.95 out of 5 average rating, 149 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, Clearwater, St Pete etc. 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 (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 12.

Guest favorite

Tiny home in Oldsmar

4.96 out of 5 average rating, 252 reviews

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 465 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Guest favorite

Apartment in Saint Petersburg

4.88 out of 5 average rating, 259 reviews

Island Palm Suite*Jacuzzi tub*only5 miles2 beaches

JACUZZI TUB Queen bed with super comfort 4 inch memory foam topper. Completely private hotel style suite. NO SHARED SPACE. Weekly & Monthly Discounts Quiet neighborhood Fabulous beaches St. Pete Pier, Busch Gardens, Adventure Island, Sunken Gardens Clearwater Marine Center, Florida Aquarium, Dali Museum, so much more! Bay Pines Memorial Park, Seminole Lake Park, go water skiing, go to the beach, Enjoy the world renowned sunsets! It's all here and so much more we can't fit it all in here!

Guest favorite

Guest suite in Largo

4.95 out of 5 average rating, 239 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!

Guest favorite

Home in Largo

4.96 out of 5 average rating, 105 reviews

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Guest favorite

Guesthouse in Seminole

4.95 out of 5 average rating, 236 reviews

Private Apt/3miles from beaches/Treehouse.like

Live Like the Locals in the small town of Seminole. Our home sits on 1 acre of property conveniently located across from 3 BEAUTIFUL county parks. You will be in a city and feel like your in the country. We are 3 miles from sandy white Gulf Beaches. Less than 2 miles from SPC Seminole campus. Perfect for CE classes etc.. NEW MALL just opened 1.8 miles away. Lived and worked out of our home for over 50 years and would be able to facilitate.

Guest favorite

Guest suite in Seminole

4.95 out of 5 average rating, 177 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 Complimentary tea/coffee bar.

Guest favorite

Guesthouse in Clearwater

4.98 out of 5 average rating, 197 reviews

Guest House 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!

Guest favorite

Condo in Indian Shores

4.89 out of 5 average rating, 118 reviews

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

What You Will Love -60 Steps From Your Door To Your Feet In The Sand! -Private Fenced In Front Patio With String Lights And Table & Chairs -Florida Charm At It's Very Best! Thoughtfully Decorated To Feel Like A Real Florida Beach Home -Free FAST WiFi -Large TV With Cable Package -Washer & Dryer On-Site, Right Outside Your Back Door -Beach Chairs, & Beach Towels Provided

Guest favorite

Home in Pinellas Park

4.9 out of 5 average rating, 291 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!