Resort holiday rentals in Tampa Bay

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Top-rated resort stays in Tampa Bay

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Top Guest favourite

A modern kitchenette is equipped with a stainless steel sink, a black coffee maker, and a built-in flat top electric stove. A microwave is mounted above, and textured tile backsplash adds a subtle design element.

Resort in Ruskin

4.9 out of 5 average rating, 68 reviews

Little Harbor Hideaway

Welcome to Little Harbor Hideaway! Enjoy the Beach, 2 pools,Hot Tub & Kayaking on Cabbage Creek. We also have 2 restaurants on property. * New PickleBall courts & CornHole boards Our Unit has a very nice king bed as well as a sectional couch with pull out full bed. This unit has a full refrigerator and also has a built in flat top electric stove. 50in Sony Smart TV for Netflix etc +cable New A/C in late 2023 This is a 2nd FL unit w/ large Balcony new Washer & Dryer in common area near steps.

Guest favourite

A vibrant sunset fills the sky with hues of orange, pink, and blue, reflecting on the water's surface. Silhouettes of wooden piers extend into the water, and tables with umbrellas are positioned in the foreground, creating a serene scenic view.

Resort in Dunedin

4.94 out of 5 average rating, 66 reviews

Best of Beso Suite Water View ADA 2Balcony/1BR/2BA

Stay in the heart of it all at this one-of-a-kind, unique double unit condo, which boasts views from 2 balconies, has 2 full bathrooms & a private bedroom suite. This upscale, tropical oasis is located right off the Gulf of Mexico’s St. Joseph Sound! RELAX & ENJOY the jacuzzi, dolphin watching & barbecuing, from Beso Del Sol Resort’s Waterfront Guest Pool Deck. Bask in the splendor of Delightful Dunedin’s Premier Resort’s Spectacular Sunset with a complimentary shot from Marker 8 Tiki Bar!

The kitchen features wooden cabinetry and a stainless steel refrigerator alongside a microwave. A ceiling fan provides airflow, and a view of the living area with large windows is visible in the background, allowing natural light to enter the space.

Resort in Holmes Beach

Sand Castle Penthouse @CedarCove

The newly renovated Sand Castle Penthouse at Cedar Cove Resort has it all. From the private balcony with panoramic view of the Gulf of Mexico and the private beach, to a full kitchen. This 2br / 2ba penthouse was completely rebooted in 2022 with new floors, furniture and a new luxury spa bathroom in the primary bedroom The second bedroom has a queen size bed with access to another full bathroom from the great room. A queen size sofa bed allows for up to six guests comfortably.

This beachfront guest room features two spacious beds with crisp linens. A seating area includes two red chairs paired with a small table. Large windows overlook palm trees and the beach. Artwork on the walls adds a pop of color, while a ceiling fan enhances comfort.

Resort in Treasure Island

3.5 out of 5 average rating, 4 reviews

Beachfront Traditional

Located in the Shells building. Enjoy breathtaking sunset views from your large picture window which overlooks Treasure Island’s wide sandy beaches along the Gulf of Mexico. This 297 Sq. Ft. beachfront guest room features (2) Queen Pillow Top Beds. Other features include: * 55” LCD Flat Panel TV * Mini Refrigerator * Microwave * Coffee Maker * Toaster * AM/FM Clock Radio * Hairdryer * Iron, Ironing Board * Electronic Safe * Ceiling Fan * Beach Towels

Guest favourite

Resort in Holmes Beach

4.92 out of 5 average rating, 49 reviews

The Lady/Studio 21

Palm Tree Villas offers a portfolio of eight unique 1950's resort rooms ranging from small studios to three bedroom villas with three bathrooms. We would love to host you for a wonderful quaint island getaway vacation. Conveniently close to the trolley line for a quick bite at many great eating spots around the island and close enough to walk to the beach in a few minutes. Park your car and enjoy the island. This offering is an extremely private popular studio.

An aerial view captures the vibrant coastal landscape, highlighting the long stretch of white sandy beaches and turquoise waters. The layout of the small island showcases various buildings and neighborhoods, with roads and waterways interspersed throughout the scene.

Resort in Clearwater

4.62 out of 5 average rating, 21 reviews

Adorable Affordable Beach Efficiency

A Beach Adventure Awaits You..Come Play Or Relax @ the Coral Resort Clearwater Beach, Fl This small , lovely island is all water, beaches, restaurants and fun. NO CAR NEEDED. Bike or walk the beach. Visit: Winter the dolphin is right here... White sand will surround you on all these public beaches . Free parking/ internet. Managers onsite. 24 hr Fishing Pier on site. Rent jetski/boats in walking distance. YOLO Note: Unit A5 is a second floor/no elevator.

Guest favourite

Resort in Holmes Beach

4.93 out of 5 average rating, 29 reviews

"The Royal " at Palm Tree VIllas Resort

The Royal Villa on Anna Maria Island offers a relaxing quiet getaway for up to six guests. Our heated pool is only steps away from your villa and the beach is a short walk away. This villa can be adjoined to "the Lady" villa and can then accommodate eight guests total. Please ask for availability in advance for this feature. Each unit has an assigned parking space, see other details regarding guest parking. Holmes Beach VRC24-000020

Guest favourite

A serene beach scene is captured, showcasing fine white sand and gentle waves. Colorful beach umbrellas dot the shoreline, while a wooden walkway leads to the beach from the grassy dunes. The clear blue sky enhances the tranquil atmosphere over the coastal view.

Resort in Treasure Island

4.94 out of 5 average rating, 83 reviews

Treasure Island Beachfront Resort with pool

Amazing beach views from your vacation condo unit and from your private balcony. Newly refreshed privately owned condo at the Island Inn Beach Resort in Treasure Island Florida. Treasure Island is next to St. Pete Beach, south of John's Pass, Madeira Beach, Indian Rocks and Clearwater beaches. Pool bar, heated pool on beach, kitchen with two burner hot plate, pots, pans, coffee maker, microwave and more.

Guest favourite

Resort in Holmes Beach

4.85 out of 5 average rating, 75 reviews

"The Coconut" at Palm Tree Villas Resort

Enjoy a short stroll to the beaches from the Coconut Villa. We offer a one night stay or a monthly stay. Bring your bicycle and get lost exploring the island. A full kitchen is provides for home cooked meals. This is a ground floor unit that overlooks the swimming pool. One assigned parking space , guest parking available see "Other details to note" on this listing for more info. Holmes Beach VRC24-000021

Superhost

A spacious room features two full beds adorned with vibrant tropical-patterned bedding. Light-colored walls and a flat-screen TV provide a modern touch. A kitchenette with seating is visible in the background, while large windows illuminate the space, revealing glimpses of the resort's poolside area.

Resort in Anna Maria

5 out of 5 average rating, 3 reviews

Suite 7

2 - 4 Guests Beds : Full, Full Marble Bathroom and Shower Fully Stocked Efficiency Kitchenette, Dining Bar Keurig K-Cup, Refrigerator, Micro/Conv Oven Toaster, Complimentary Coffee/Condiments Hair Dryer, Complimentary Toiletries Beach Towels, Spa Robes 1-TV, Secure WIFI, and Cable Rm Temp Control, Fan, Dual Dark/Light Shades

Superhost

The exterior of the Holiday Inn Gulfview is depicted, showcasing Mediterranean architecture. The building features several floors with arched windows and a prominent entrance, surrounded by palm trees and landscaped greenery. Vehicles are parked nearby, and a vibrant sky creates a colorful backdrop.

Resort in Clearwater

4.15 out of 5 average rating, 13 reviews

Clearwater Beach Collection King Bed 6th Floor B

Relax in comfort in this Mediterranean styled guestroom. During down time enjoy your favorite programs on a flat screen HDTV, or stay connected with friends and family with complimentary wireless internet access. Other amenities important for a comfortable stay include a coffee maker, hair dryer, iron and ironing board.

Resort in Clearwater

Clearwater Beach Resort - 1 Bedroom Deluxe

Oceanfront Pool & Private Beach Access – Clearwater Beach Escape – Clearwater Beach, FL Start your day with a sunrise walk along the beach, enjoy a refreshing dip in the pool, savor local seafood at nearby restaurants, and end your evening with breathtaking sunset views from your suite.