Holiday rentals in Highpoint

4.98 out of 5 average rating, 88 reviews

Home in Largo

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!😊

4.86 out of 5 average rating, 166 reviews

Guest suite in Largo

Private Suite · Patio · BBQ · GYM · Beach: 5 Miles

☀️ Private Suite: Exclusive Entrance & Patio ☀️ ✈ TPA Airport - 25min ✔ 15 min to Clearwater Beach ✔ 1 Bedroom: Queen Bed + Sofa Bed (Sleeps 4) ✔ 46" LED TV: Netflix & Amazon Prime included ✔ Private Fitness Room ✔ Full Bathroom: Shower & Hair Dryer ✔ Kitchenette: Mini Fridge& Freezer, Microwave, Induction Burner, Tea&Coffee Maker ✔ Private Fenced Patio: Table, 4 Chairs, Gas Grill ✔ Beach Chairs, Umbrella, Roller Cooler ✔ Fast Free WIFI : Streaming & Work ✔ Personal A/C Unit ✔ 2 FREE Parking Spots

4.85 out of 5 average rating, 60 reviews

Home in Clearwater

Modern Cottage: Central to Many Beaches!

Experience comfort and style at our newly remodeled 1-bedroom, 1-bath home. The updated kitchen features a stovetop cooker, perfect for preparing meals. Relax in the queen-size bed with an attached cozy bathroom or on the queen-size memory foam sofa sleeper in the living room. A private washer/dryer combo is conveniently located inside the home. Step outside to a spacious outdoor area complete with a BBQ grill, dining space, lounge seating, outdoor games, and a fire pit — ideal for relaxation.

Superhost

Guest house in St. Petersburg

4.84 out of 5 average rating, 329 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

4.95 out of 5 average rating, 204 reviews

Guest suite in Seminole

Private Entrance Guest suite WiFi, Priv yard

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.

5 out of 5 average rating, 19 reviews

Guest suite in Largo

Shellz Suite-7 miles to beach

Centrally-located in Pinellas County. We are located in a neighborhood near the Bardmoor area of Largo. We love being 7 miles from the IRB beach, and we are 10 miles from downtown St. Pete. We are 11 miles to Clearwater beach. The 1 bedroom suite and large bathroom is non-shared and attached to the rest of the house where the owners live. You will find the suite located on the right side of the home with a private entrance and keyless entry for self check in.

5 out of 5 average rating, 40 reviews

Home in Clearwater

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.

Home in Clearwater

5 out of 5 average rating, 3 reviews

Quiet Home 5 min to CLW airport

Cozy 2BR/1BA home in sunny Clearwater, FL—perfect for a relaxing getaway! Just minutes from Clearwater Airport and the beach, this charming space offers comfy beds, a full kitchen, and a bright living area with smart TV and Wi-Fi. Enjoy morning coffee on the porch or unwind in the backyard. Close to shops, restaurants, and all the Gulf Coast fun. Ideal for couples, small families, or friends looking to soak up the Florida sun!

Guest suite in St. Petersburg

4.94 out of 5 average rating, 156 reviews

Surf and Turf

Relax in this quiet and elegant space: Mar y Tierra, all new and modern. Here you can have a great time visiting places our city has to offer. You'll find everything you need to have a very pleasant stay. We have a small terrace where smokers and non-smokers will feel very comfortable. Our location is very suitable for guests, just minutes from 275, shopping malls, and beaches. Welcome, we hope you enjoy a great stay.

4.99 out of 5 average rating, 179 reviews

Flat in Clearwater

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

4.92 out of 5 average rating, 48 reviews

Home in Largo

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.

Guest suite in Pinellas Park

4.96 out of 5 average rating, 28 reviews

Coastal Haven Casita | pvt suite | pet friendly

Welcome to this newly remodeled guest suite where you’ll be close to shopping center’s & restaurants as well as beaches! Designed to meet your vacation needs! This suite is located in a central location & safe neighborhood. Come enjoy the Florida weather in this beautiful suite!

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Other great holiday rentals in Highpoint

Superhost

4.74 out of 5 average rating, 27 reviews

Private Room in Clearwater 2

CarolRating, 5 stars1 month ago

Victoria is an exceptional host! Friendly, responsive, and goes the extra mile! She's why I keep coming back. 🥰

4.57 out of 5 average rating, 7 reviews

Guess Studio, 1 Dog, Private parking

FredRating, 5 stars1 month ago

I made a last minute decision to visit family for the Easter holiday. Jessica was so kind to welcome me to stay. She was friendly and easy to communicate with about questions I had. The room was very comfortable with a modern feel to it. The bathroom was very clean and I especially enjoyed the nice shower. The bed was so comfortable I was able to get a good nights rest. I would be happy to stay again and recommend this room for anyone visiting the Clearwater or St. Petersburg area. Thank you Jessica! Fred

Private room in Pinellas Park

4.97 out of 5 average rating, 77 reviews

Little Haven + Hot Tub (St Pete)

JoanRating, 5 stars2 weeks ago

My partner and I had the privilege of staying at Antonia’s Airbnb over Memorial Day weekend and we had such an amazing time. Antonia was very attentive and polite. The place was spotless and extremely clean, it was renovated and modern, the AC was cold and the bed was very comfortable. It felt private and the jacuzzi was a 10/10. I highly recommend booking a weekend at Antonia’s Airbnb and I plan on coming back in the future, it was the perfect place for a couple’s getaway.

Private room in Pinellas Park

4.88 out of 5 average rating, 601 reviews

Queen Bed • Free Breakfast

SharellaRating, 5 stars5 days ago

I have loved the place but didn't know it was so far from the place I needed to be, but I am glad I chose it. I will stay next time, but now with a rent a car. Sharella Coffie

4.96 out of 5 average rating, 47 reviews

Private room 1 near Clearwater, Indian Rock beach

RichardRating, 5 stars4 weeks ago

Lena's home was as described. very clean, centrally located to the beach, restaurants and interstates. plenty to do if you chose to go out and visit the area. Access into the property was easy. thank you, Lena.

Private room in Clearwater

4.94 out of 5 average rating, 34 reviews

Private Room+Bath+ Entrance near beach & downtown!

BlakeRating, 5 stars1 month ago

Deva was a great host. She was helpful and very responsive whenever I had questions. The location was peaceful, not too far from downtown Clearwater but away from the busyness. The spade itself was kinda small but was pretty much as advertised. Overall great value for the price 👍🏼

4.8 out of 5 average rating, 70 reviews

Mi Casa es Su Casa - Private Room 2 in Shared Home

CourtneyRating, 5 stars2 weeks ago

Read the entire description of this shared AirBnB. If not, she will send you a warm welcoming text which you should read the entirety of it. The first day I was greeted by Angelo and he was very friendly and helpful. He said he's been there for quite a while, as a female by myself, this made me feel safe being in a shared space. It had everything I needed/wanted: laundry, airfryer, outdoor area, comfy bed. There was even a candle to burn, very nice touch. I would definitely stay again.