Vacation rentals in Highpoint

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Top-rated vacation rentals in Highpoint

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Guest favorite

Vacation home in Largo

4.96 out of 5 average rating, 57 reviews

Newly Updated & Clean Vacation Home

Home is centrally located b/w Clearwater Beach🐚, Dunedin, St. Petersburg, and Tampa. Minutes away from Indian Rocks Beach.🏝️ Tarpon Springs Sponge Docks, 30 min drive.🐬 This super clean and fully furnished home has everything for a relaxed and fun stay. This home offers a king bed and 1 futon sofa convertible bed, perfect for 1-3 guests. Outdoor security cameras 24/7. Please check the house rules & cancellation policy before booking. Please feel free to contact me with any questions!☺️

Superhost

Home in Tampa

4.78 out of 5 average rating, 231 reviews

*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin

Papa’s Cozy, Rustic, Oceanfront Fishing Cabin. Brand new dock installed January 2024! 2 kayaks, 2 bikes, & fishing rods provided. Old Florida style neighborhood near charming Oldsmar on a Saltwater Gulf canal, only a few houses down from open bay. Great for the outdoorsy vacationer. The depth of the canal moves up and down with the tides. It’s usually shallow but has many fish in high tide. Proudly dog friendly! Not suited for everyone. If you’re looking for luxury this is not the place for you!

Guest favorite

Guest suite in St. Petersburg

4.95 out of 5 average rating, 166 reviews

Casa Plumeria- Luxe guesthouse with king bed

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. TIA is 20 mins.

Guest favorite

Guesthouse in Seminole

4.95 out of 5 average rating, 150 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

Guest suite in Seminole

4.95 out of 5 average rating, 179 reviews

Priv Ent, Priv yard, low cleaing fee, Scent free!

**We do not use plug-ins or harsh detergents, cleaning products, Zero fabric softener ** Large 400 ft. New mattress 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. One dog only. 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

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

Guest suite in Largo

4.95 out of 5 average rating, 241 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

Condo in Clearwater

5.0 out of 5 average rating, 7 reviews

Coastal styled Villa 15 mins to the beach

Enjoy a stylish experience at this centrally-located villa! Upon entering you'll notice the updated coastal decor, encompassed by the bright airy feel! The fully stocked kitchen is perfect for preparing your meals. After a day at one of the three swimming pools or nearby beaches, you'll be able to unwind on your screen enclosed patio with a glass wine! The beautiful white sandy beaches are a quick 15minutes away. You'll be surrounded by a large array of restaurants, stores and shops!

Guest favorite

Guesthouse in Clearwater

4.98 out of 5 average rating, 200 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

Guest suite in Clearwater

4.96 out of 5 average rating, 23 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.

Guest favorite

Home in Pinellas Park

4.9 out of 5 average rating, 292 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!

Guest favorite

Home in Clearwater

4.85 out of 5 average rating, 105 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.