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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Top guest favorite

Home in Indian Rocks Beach

4.99 out of 5 average rating, 166 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home. Sand,sun and ocean breeze are waiting for you. Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice backyard,heated pool,hot tub and beautiful rooftop. We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and still walking distance from restaurants,bars and stor. BTR#2099

Guest favorite

Apartment in Indian Shores

4.91 out of 5 average rating, 54 reviews

Breathtaking Accomodations

Newly remodeled! This 3 bedroom 2 bath beach condo offers an expansive view of the white sand and gulf waters. Make memories in the bright & breezy kitchen, dining & family room with ocean view and balcony seating. Appreciate private beach & pool to relax & recharge while the sunshine and ocean breeze are perfect combination for outdoor fun. Premier host offers 5-star service along with all the amenities including SMART TVs, WiFi, reserve parking, heated pool, beach chairs & towels.

Superhost

Apartment in Clearwater Beach

5 out of 5 average rating, 3 reviews

LAZY LEMON COTTAGE 2 pools steps from the beach!!!

Our 2 bedroom, 1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful homes are landscaped together in a tropical garden, with palm trees and room for 2 heated pools, all very peaceful and private. We are 2 block 2 minute walk to the beach. Unlike most residential homes we are very close to the shops, and restaurants. Our cottages are cleaned to the highest standards for your families health.

Guest favorite

Guesthouse in Clearwater

4.97 out of 5 average rating, 117 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Guest favorite

Home in Largo

5 out of 5 average rating, 9 reviews

Red's Bungalow

Bring your family of 6 or less to this peaceful retreat. This is the best location in the area. Walking distance to the beach, restaurants, shopping centers & groceries. Enjoy the cozy 2 bedroom (6 beds) 1 bathroom that has a living room,kitchen,game room,washer, dryer, green area, porch, patio, and carport. Only 15 minutes away from 2023 US Today's #1 Beach in the South (Clearwater beach) & 30 minutes from 2021 Tripadvisors #1 beach in America St. Pete beach.

Guest favorite

Apartment in St. Pete Beach

4.8 out of 5 average rating, 311 reviews

Cactus-Themed Retreat,Walk to Beach<1 mile: 4plex

🌵Fiesta Siesta – Where Every Day Feels Like a Party!🌴 Feed me tacos and tell me I’m pretty—because life’s too short for anything less! Welcome to Fiesta Siesta, a fun, vibrant escape just steps from Upham Beach in sunny St. Pete Beach. One of four uniquely themed units in a gated complex, this playful retreat is decked out in a vibey cactus theme that’s all about fiesta and siesta—because, why choose? Book now and let the fiesta begin! 🎉🌮

Top guest favorite

Apartment in Dunedin

4.98 out of 5 average rating, 238 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Guest favorite

Home in Palm Harbor

4.93 out of 5 average rating, 54 reviews

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!

Guest favorite

Condo in Paradise Lakes

5 out of 5 average rating, 18 reviews

Vacation Nude! N5 Studio @ Paradise Lakes

Enjoy Paradise Lakes Clothing Optional Community in this 1sr floor unit. Newly remodeled and upgraded Queen bed unit. Kick your feet up and relax. Cook a full meal to your desire in the fully equiped Kitchenette. Set yourself free in this clothing optional community with access to resort clubhouse/pool (not included/optional).

Top guest favorite

Cottage in Indian Rocks Beach

5 out of 5 average rating, 42 reviews

Upper Deck prime area no condos/crowds

The location is one of the best on the West Coast. I’ve had only 5 stars from my guests. Our places are fully stocked and very clean. This whole property is award winning! Plus, we attract artists -Also our cottages have appeared on many calendars, cards and artists' canvas.

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What guests are saying

King / Child Friendly / Near DT / Plunge Pool

4.92 out of 5 average rating, 37 reviews1 week ago

We loved our stay at Alison’s place! It was myself, my husband and our 2 year old. We loved that there was a mini crib among many other kid amenities that make traveling with a children much easier/lighter! Our trip was mostly to visit beaches and we were blown away with the many beautiful ones in the area! It was also very nice to have beach chairs, toys, etc. all available in the Airbnb as well. The kitchen is fully stocked which was lovely as we typically cook some meals when we’re away. Alison was very responsive if we had any questions and the place was VERY clean. Highly recommend this Airbnb, I have only positive things to say!

Home in St. Petersburg

What guests are saying

Brand new home, Modern design, Close to Beaches

4.83 out of 5 average rating, 12 reviews4 weeks ago

Hun’s property is in a terrific location on a quiet street. It is close and convenient to beaches, shopping, and restaurants. The house is all new construction, clean, and well appointed. My husband and I felt very comfortable there and had a great stay. Hun was particularly responsive the times I had to reach out to him. It would be a pleasure to stay at this property again.

Home in Largo

What guests are saying

Direct Oceanfront with 180 degree view BOOK NOW!

4.97 out of 5 average rating, 39 reviews1 month ago

Great hosts. Great communication. Place was lovely!!! Very comfortable. Host made arrangements for a different and comparable place immediately after the condo association unexpectedly closed our original place to stay for repairs from hurricane damage. We weren’t notified that the pool hadn’t been reopened (at either place). The pictures showed a functional pool and nothing that indicated it was closed. The kids were disappointed but this gave us all more beach time which is why we were there in the first place. I’m sure this was just an oversight after all the devastation that occurred there last summer. Can’t imagine what that was like. Thankful we could come back.

Home in Madeira Beach

What guests are saying

Coastal Getaway~Spacious~ 5 min to Madeira Beach!

5 out of 5 average rating, 61 reviews4 days ago

Amelia’s house is better than the photo’s and a lovely, comfortable place to stay. It is extremely well equipped, especially for visiting the beach and if you have little ones, they will love the play room and safe grassed back garden. It is an easy and quick 6 minutes to Madeira beach and only 5 minutes to the nearest Publix supermarket. Amelia is also a quick and responsive host. It’s no surprise that the reviews are so glowing.

Home in Seminole

What guests are saying

Beach Cottages Ocean & Pool View Condo!

4.76 out of 5 average rating, 17 reviews8 months ago

Perfect 3 day trip. Covered parking was appreciated. Nice balcony access from both the master bedroom and the living area.... if your not on the beach its the next best place to watch the sunset. Very nice kitchen area. A quick trip (by car) to Publix gave us the opportunity to stock the refrigerator and create some amazing meals to enjoy in the dining area or on the good sized balcony table. The kitchen was well furnished with all the cookware, utensils etc. needed. From our parking area directly under the building you exit a coded gate that gives you immediate access to the real reason for visiting here....toes in the sand, a welcoming breeze, the calming sounds of the surf, and the opportunity to "exhale" from the rigors of life....

Condo in Indian Shores

What guests are saying

Beachfront Bliss! Directly on Gulf with pool!

5 out of 5 average rating, 27 reviews3 months ago

We had an absolutely amazing vacation at Bliss and Gary’s place. From the minute we arrived until the minute we left we felt like we were home, with an amazing ocean view. Wonderful location, phenomenal amenities and the best hosts you could ever ask for! Anything you needed they were only a text away. We will definitely be returning and recommending this little slice of heaven to all our friends!

Condo in Indian Rocks Beach

What guests are saying

St Pete Beach @ Treasure Island #1 Beach in US 2BR

4.84 out of 5 average rating, 44 reviews8 months ago

Our recent stay was an exceptional experience. The location is great – close to great beaches and a wide variety of restaurants and bars. The townhouse itself was clean and beautifully furnished, providing a cozy and comfortable atmosphere. Robert was incredibly responsive and ensured we had everything we needed for a pleasant stay. I highly recommend this townhouse for anyone looking to enjoy a nice getaway with the convenience of numerous dining and entertainment options.

Townhouse in St. Pete Beach