
Beachfront holiday rental in Hillsborough County
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Top-rated beachfront accommodation in Hillsborough County
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Stunning Views Beach Front Condo
Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, there is still minor repairs being done around the building/town.
4.94 out of 5 average rating, 176 reviews
262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
This is paradise, in Tampa Bay! All waterfront resort conveniently located at the Sailport, of Rocky Point Island! This updated and spacious condo offers 2 bedrooms and 2 bathrooms with a full kitchen and stunning views of the Bay. The condo comes equipped with amenities such as a heated geo-thermal pool, volleyball court, barbecue, fire pits, lounge areas, as well as a fitness outdoor area. It's prime location for entertaining guests, friends, and family. Your minutes from airports, and beaches
4.86 out of 5 average rating, 142 reviews
Rincón Divino MB 2 Balconies, Ocean & Marina Views
EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.
4.99 out of 5 average rating, 240 reviews
Glorious Sunsets - Beachfront 2BR Condo
Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.
5.0 out of 5 average rating, 102 reviews
Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool
4.97 out of 5 average rating, 200 reviews
Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.
4.9 out of 5 average rating, 482 reviews
The Emerald Villa, Eco-Luxury by the Sea
Eco-friendly, earth conscious seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.
4.92 out of 5 average rating, 105 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! 🤍
4.99 out of 5 average rating, 178 reviews
Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.
4.95 out of 5 average rating, 202 reviews
Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.
4.89 out of 5 average rating, 214 reviews
Indian Shores Gulf Front Rental
Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.
4.9 out of 5 average rating, 443 reviews
Lux Madeira Beachfront Home
Wake up to sweeping Gulf views in this rare 4BR/sleeps 10 Gulf-front home on Madeira Beach — direct sand access from your door. Spread across multiple levels of living with panoramic water views and private balconies. Designed for relaxed beach living with patio & outdoor BBQ area, perfect for sunset dining. Beach chairs, umbrella & gear included. Minutes from John's Pass. High-speed WiFi & parking included. Private, spacious & truly Gulf-front — Madeira Beach at its finest.
4.88 out of 5 average rating, 117 reviewsPopular amenities for Hillsborough County beachfront rentals
Pet-friendly beachfront home rentals

SolMate 2/2, kayaks, beach, views, boat slip
4.93 out of 5 average rating, 147 reviews
♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥
4.96 out of 5 average rating, 161 reviews
Luxury Seashell Oceanfront Condo with Pool
4.91 out of 5 average rating, 117 reviews
𖤓Updated Stilt home: just steps to the beach!𖤓
4.98 out of 5 average rating, 200 reviews
#5 Cottage on the beach-*Water View* -Indian Rocks
4.8 out of 5 average rating, 137 reviews
Townhome | Walk to Beach | Heated Pool | Elevator
4.95 out of 5 average rating, 204 reviews
BEACHFRONT Condo - Belleair Beach Club - RENOVATED
4.72 out of 5 average rating, 544 reviews
Surfside Villas - Apartment B
4.9 out of 5 average rating, 165 reviewsBeachfront home rentals with a pool

Beachfront Treasure Island | Pool | Penthouse
4.91 out of 5 average rating, 274 reviews
Family Friendly Beach Cottage in Madeira Beach, FL
4.87 out of 5 average rating, 175 reviews
Panoramic Gulf View Beachfront Condo
4.93 out of 5 average rating, 150 reviews
Rocky Point paradise
4.76 out of 5 average rating, 284 reviews
Renovated waterfront condo, steps from the beach.
5.0 out of 5 average rating, 104 reviews
Beach Place Bliss on Madeira Beach by John's Pass
4.87 out of 5 average rating, 113 reviews
1145 Sqft! - 2 Bed 2 Bath (BAY/GULF FACING) Condo!
4.94 out of 5 average rating, 108 reviews
2/2 Newly remodeled Beach Front - Sunset Vistas
4.91 out of 5 average rating, 142 reviewsPrivate beachfront home rentals

Beach Bungalow -Step in to the Sand! Indian Shores
4.92 out of 5 average rating, 306 reviews
Beautiful Top Floor Condo in Indian Rocks
4.84 out of 5 average rating, 108 reviews
Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
4.95 out of 5 average rating, 191 reviews
Over 200 5 StarReviews! IndianRocks, Walk to Beach
4.98 out of 5 average rating, 212 reviews
On Private Beach! Full Kitchen, Ground Level Unit5
4.91 out of 5 average rating, 117 reviews
Kamp Komfort Historic Family Beach House
4.98 out of 5 average rating, 45 reviews
Davis Island Bungalow
4.99 out of 5 average rating, 79 reviews
Bougie Bungalow: Golf Cart | Pizza Oven | 1GB Wifi
4.97 out of 5 average rating, 39 reviewsDestinations to explore
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- Anna Maria Island
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- Raymond James Stadium
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- Reunion Resort Golf Courses - Palmer & Watson
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- Amalie Arena
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