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Apartment holiday rentals in Hillsborough County

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Hillsborough County

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Madeira Beach
4.94 out of 5 average rating, 108 reviews

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Apartment in Treasure Island
4.99 out of 5 average rating, 226 reviews

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Top guest favourite
A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.
Apartment in St. Petersburg
4.97 out of 5 average rating, 167 reviews

Private waterfront balcony, heated pool, hottub

Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

Top guest favourite
A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.
Apartment in Indian Shores
4.99 out of 5 average rating, 138 reviews

Five Star Beachfront Condo Newly Renovated

A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Top guest favourite
A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.
Apartment in Tampa
4.98 out of 5 average rating, 252 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

Guest favourite
A view from the balcony showcases a sandy beach lined with palm trees and manicured green lawns. The calm blue water reflects clear skies, while a distant shoreline is visible. A bench can be seen on the grass, inviting relaxation.
Apartment in St. Petersburg
4.95 out of 5 average rating, 110 reviews

Sunsets on the Island

Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!

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
4.99 out of 5 average rating, 174 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! 🤍

Top guest favourite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Apartment in St. Petersburg
4.98 out of 5 average rating, 296 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Top guest favourite
A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.
Apartment in Tampa
4.95 out of 5 average rating, 377 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

Top guest favourite
A cozy living room features a sectional sofa and two accent chairs with colorful pillows. A round coffee table centers the space, while a large flat-screen television is mounted on the wall. Natural light streams through glass doors leading to the patio.
Apartment in Tampa
4.98 out of 5 average rating, 225 reviews

Location! 1 Block from Bayshore / SOHO / Hyde Park

Enjoy the best of South Tampa in this spacious 2-bedroom, 2-bath ground-floor condo just steps from Bayshore Boulevard. Features include a comfortable living space, large private patio, updated kitchen, and dedicated covered parking. Located three blocks from South Howard Ave with quick access to downtown, Amalie Arena, Ybor City, UT, and the Convention Center. Bay views included. Not available during Children’s or Adult Gasparilla Parade weekends per HOA policy.

Top guest favourite
Apartment in Seminole
4.99 out of 5 average rating, 272 reviews

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Superhost
A spacious living area features a comfortable gray sofa adorned with a yellow accent pillow, paired with a dark wooden coffee table. The kitchen area is visible in the background, showcasing modern appliances and sleek cabinetry. Natural light enters through large windows with light curtains.
Apartment in Tampa
4.76 out of 5 average rating, 410 reviews

1bed/1bath Walkable Location in prime Ybor city

This gorgeous bungalow is nothing short of adorable! Enjoy your morning coffee on the spacious front porch as you watch Ybor's most popular residents: ROOSTERS! pass by! The famous and historic brick-paved roads of 7th Ave are just a block and a half away! Here you will find an endless assortment of restaurants, bars, cafe's, and nightlife. If you’re looking to be walking distance and to stay in the heart of Ybor City, this is your spot!

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