Holiday rentals with beach access in Hillsborough County

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Top-rated rentals with beach access in Hillsborough County

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Top guest favourite
The image captures a tranquil water view of the cottage from the bay, with calm waters reflecting the blue sky and fluffy clouds. Palm trees line the shore, and boats are anchored along the docks, providing a glimpse of the coastal lifestyle.
Cottage in St. Pete Beach
4.96 out of 5 average rating, 235 reviews

Pass-a-Grille Historic Cottage Unit 1

PASS-A-GRILLE HISTORIC COTTAGE UNIT 1 A fully renovated historic beach cottage located in beautiful Pass a Grille, Florida. Steps from the Gulf of Mexico and Boca Ciega Bay. This is a duplex; Unit 1 - 1 bedroom/1 bath. Household linens, towels, cookware & dishes provided. Appliances include; dishwasher, washer/dryer, flat screen TVs and wi-fi. Vintage-style tiled bathroom and shower. High end window shades on all windows. Front patio area w/ BBQ grill. Private parking for 1vehicle on premises.

Guest favourite
A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.
Home in Tampa
4.89 out of 5 average rating, 301 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Top guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.97 out of 5 average rating, 183 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
A well-lit bedroom features a spacious bed layered with a white comforter. A light-colored dresser is positioned against the wall opposite, along with a flat-screen TV. Natural light filters through a large window, adorned with sheer curtains that gently frame the view outside.
Home in Tampa
4.95 out of 5 average rating, 368 reviews

Cottage in the heart of Tampa close to everything

Centrally located, safe & desirable neighborhood by Hillsborough River. Corner lot, Free covered parking, easy self checkin, Bohemian style decor & vibe, stocked kitchen, SMART TVs, Laundry Rm, Fireplace. Outside Fire Pit, Picnic Table w/BBQ Grill, Hammock. Close to Lowry Park Zoo, Downtown/Convention Center, Riverwalk, Armature Works, Ybor City, Busch Gardens, Hyde Pk, Midtown, Airport, Beaches & More. Perfect for Vacation, Romantic Getaways, Family Visits, Concerts, Hockey/Football, & Work.

Top guest favourite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
5 out of 5 average rating, 209 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favourite
Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.
Apartment in St. Pete Beach
5 out of 5 average rating, 167 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Superhost
A spacious living area features a light gray sectional sofa positioned in front of a coffee table adorned with a small flowering plant. Double glass doors lead to an outdoor space, while potted plants add a touch of greenery to the neutral-toned room.
Townhouse in Tampa
4.85 out of 5 average rating, 326 reviews

3bd/2.5 bath townhome Bayshore Beautiful

Beautiful 3 bedroom, 2.5 bath in South Tampa. 2 blocks off Bayshore Blvd. Walk to Counter Culture and Barcelona Wine Bar. 1 mile to Hyde Park, 2 miles to downtown and Convention Center, 3 miles to Ballast Point, 4 miles to MacDill AF, 5 miles to Raymond James stadium, 13 miles to Busch Gardens, 24 miles to Clearwater Beach. Each bedroom has a queen bed. Additional queen air mattress is available. Each bedroom has smart HD TV. Keypad for entry and ring doorbell mounted next to door.

Top guest favourite
A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.
Bungalow in Indian Shores
4.92 out of 5 average rating, 296 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Top guest favourite
A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.
Flat in Tampa
4.97 out of 5 average rating, 429 reviews

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

Top guest favourite
A tranquil lagoon pool is surrounded by lush tropical foliage and colorful flowers. A shaded seating area is visible, along with a light-colored house in the background. Multiple palm trees contribute to the serene atmosphere of this private oasis.
Flat in Dunedin
4.99 out of 5 average rating, 267 reviews

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

Top guest favourite
An inviting outdoor space features a swimming pool surrounded by a spacious patio. Colorful lounge chairs in turquoise and red are arranged under a shaded pergola. Lush palm trees enhance the tropical atmosphere, creating a private retreat for relaxation.
Home in Seminole
4.97 out of 5 average rating, 198 reviews

5 STAR! Hot Tub-freeHeated Pool 4BD/2Ba 2 King bed

PARADISE best describes this GORGEOUS newly renovated VACATION HOME!! 4 bed room 2 bath HEATED POOL and GIGANTIC HOT TUB! 7 miles to the many local sugar sand gulf beaches and 3/4 mile away from grocery stores , Local ER, MANY restaurants, banks and gas stations/ convenience stores, GOLF COURSE, hair and nail salons, Walmart . Swimming POOL IS HEATED FOR FREE 80-85 degrees from oct 15 - april 15 seasonally SUPER FAST WIFI 571 mbps

Top guest favourite
A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.
Home in Tampa
4.91 out of 5 average rating, 153 reviews

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.

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