
Holiday rentals in Highpoint
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Top-rated holiday rentals in Highpoint
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"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

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 8.

Cozy Largo Studio
Fantastic studio consisting of a comfortable queen bed, and small kitchenette, perfect for a long term stay or weekend get away. Parking on premises. Unit was newly renovated and is impeccably kept. Minutes away from popular Indian Rocks beach / Belleair beach and clear water beach. Easy hassle free check in. (This is a one room studio with 1 queen bed as shown) this is a private apartment with its own front door. Not a shared space. Close to the Largo hospital, medical students welcome

Private & Cozy Tiny Home/Cottage
This is a cozy converted workshop with all the amenities of a traditional home! You'll have a comfy bed that sleeps 2 with an air mattress upon request, TV with streaming options, fun decorations, WiFi, air conditioning, W/D, closet space, cooking stuff, & bathroom. If you love tiny homes, you'll love this. Because of it being a converted workshop, it still has that feeling in some regard. It's a little rustic, but still charming. It's not a hotel, nor does it try to be. Pets are welcome.

Beautiful Private entry & yard, non shared space.
Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and 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.

Charming Studio | Outdoor Kitchen | Free Parking
Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Love Nest
Welcome to our cozy and compact studio apartment! Despite its small size, this space is packed with comfort and all the essentials you need for a delightful stay. Nestled in a vibrant neighborhood, you'll find a welcoming atmosphere and a charming ambiance. Conveniently located just 15 minutes away from both the downtown and the beach, you'll have easy access to all the attractions and activities the area has to offer. Perfect for solo travelers or couples looking for a snug retreat.

Charming Studio | Outdoor Kitchen | Free Parking
Welcome to our tiny but thoughtfully designed studio—small in size yet big on comfort, care, and cleanliness. Each space is lovingly maintained by my mother, ensuring an extra spotless stay. Perfect for solo travelers or couples, you’ll enjoy a cozy bed, efficient design, and unbeatable value. Step outside to our lush shared gazebo with seating, dining areas, BBQ, and outdoor kitchen appliances—a favorite gathering spot for guests. Superhost team of four always here to help. 🌴☀️🏖️

Renovated Studio 7 min from downtown St. Pete!
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, 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 , patio outside for smoking, No parties allowed. No smoking 🚭in Pet's Allows

Cozy St Pete Suite near beaches
Enjoy a nice comfortable in law suite, fully furnished with full kitchen and grand master bathroom. Toiletries included for your convenience. Quick commute to Tyrone Mall for shopping and dining. Beautiful sandy beaches of Madeira, Redington and St Pete Beach are minutes away. Enjoy a night out on St Pete Downtown also within short distances. Feel right at home with a clean fresh and cool Florida Suite.

Cozy Private Bedroom Suite Private Entry King Bed
Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.

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.
Popular amenities for Highpoint holiday rentals
Stay near Highpoint's top sights
Other great holiday rentals in Highpoint

Adorable Bedroom -Private Entrance and Bathroom

No Fees! Introverts Paradise! - PTO Ready

SEPARATE ENTRANCE - Stylish Private Room

Fully Equipped Room with in-room private Bathroom

Mint bedroom for one guest, 5 miles to CW beach

Little Haven + Hot Tub (St Pete)

Private Bathroom, Entry, & Balcony

Home on a Bayou! No cleaning fee!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Adventure Island
- Honeymoon Island Beach




