Ski-in/Ski-out holiday rentals in Tampa Bay

Find and book unique ski-in/ski-out homes on Airbnb

Top-rated ski-in/ski-out rentals in Tampa Bay

Guests agree: These ski-in/ski-out homes are highly rated for location, cleanliness and more.

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Guest favourite

A serene waterfront scene featuring a private dock surrounded by palm trees. A hammock is positioned nearby, offering relaxation by the water. The view includes a calm river and distant buildings, with a patio table visible on the ground.

Home in INDIAN RK BCH

4.71 out of 5 average rating, 17 reviews

Beach Waterfront 5*star Location Indian Rocks Bch

INTRACOASTAL WATERFRONT HOUSE & DOCK with BEACH ACCESS. Florida room with French Doors and windows gives 270 degree views of the waterfront. You'll feel like your you're on a yacht! Enjoy watching the boats go by lounging on the hammock. Private yard with dining table and plenty of chairs and lounges for your guests. Stocked with books & games. Walk, Bike or Trolley everywhere. The Key Lime Cottage Indian Rocks Beach and JD's Restaurant and Tiki Bar are infamous to our regular vacationers.

Superhost

A serene view of Tampa Bay is captured, displaying calm waters reflecting the colors of the sunset. The horizon features a blend of soft blues and warm tones, while a shoreline with pebbles is visible in the foreground, bordered by gentle greenery.

Apartment in St. Petersburg

4.82 out of 5 average rating, 11 reviews

Waterside Vacation Rentals Epic View

Waterfront Paradise: Dolphins, Manatees & Heated Pool Wake up to dolphins and manatees playing right from your backyard dock! This secure waterfront home (24/7 gated security) offers stunning water views 24/7. Enjoy a heated pool, bubbling hot tub, and private pickleball court. Perfect for families or couples seeking relaxation and fun. Special Offer: Book 30+ days and save 60% off your entire stay! Experience nature’s daily show while swimming, Book now for unforgettable waterfront memories!

Guest favourite

A spacious room features a comfortable bed adorned with neatly arranged towels. A wall-mounted television displays a fireplace scene. The room includes a mirror, while a bathroom is visible through an open door, showcasing a neutral tile design.

Guest suite in Tampa

4.89 out of 5 average rating, 186 reviews

Tranquil Tampa Hideaway

This memorable place is anything but ordinary. This hideaway is fully equipped with 1 queen bed, a full bathroom, and a coffee machine. It comes with dinnerware, silverware, cookware, extra towels, and toiletries. Tampa International Airport - 10 minutes away Downtown Tampa + Ybor City - 20 minutes away Zoo Tampa - 20 minutes away Florida Aquarium - 25 minutes away Busch Gardens + Adventure Island - 30 minutes away Clearwater Beach + St. Pete Beach - 40 minutes away Wifi is included.

Top Guest favourite

A two-story beach house features a wooden staircase leading to a wrap-around balcony. Lush tropical landscaping surrounds the entrance, and several palm trees are visible. Large windows allow natural light to fill the home, enhancing the inviting facade.

Home in Anna Maria

4.97 out of 5 average rating, 34 reviews

Anna Maria Beach House

Come stay at our beautiful beach house in Anna Maria, Florida! Located just a few hundred feet from the beach on Maple Avenue, you can easily walk to the Gulf for a day of family fun on the white sand beaches. The house is also walking or biking distance to center of Anna Maria with great restaurants. Please Note: We want to respect our neighbors. This is not a party house. We have a six person and three car maximum. Please reach out for exceptions. If not, you will be asked to leave.

Guest favourite

A private pool with a screened enclosure is surrounded by a spacious patio. Several loungers are placed around the pool area, while outdoor dining furniture is positioned under a covered space. Lush greenery and trees provide a natural backdrop, enhancing the outdoor environment.

Home in Largo

4.94 out of 5 average rating, 18 reviews

Waterfront, Screened Lanai, Pool, King Beds, BBQ

Spacious 4BR/4BA coastal oasis in Largo, FL! This stylish waterfront home sleeps 10 and features a private screened pool, modern kitchen, and bright open living spaces. Enjoy outdoor dining, a propane grill, and a small dock for fishing or water sports. Ideal for families or groups, with king beds, bunk room, ensuite baths, and family-friendly extras like a Pack N Play and high chair. Minutes to beaches, dining, and Tampa Bay attractions!

Guest favourite

The exterior of the home features a light-colored facade with a red front door and stone-accented columns. The porch area is sheltered by a gabled roof, while a concrete pathway leads to the entrance, surrounded by green grass and small landscaping elements.

Home in Tampa

4.94 out of 5 average rating, 68 reviews

Modern Tampa Home | Ybor & Downtown Access

Welcome to Jenny’s house 🏠, Urban Oasis near Downtown Tampa This home blends comfort and convenience in a central Tampa location. Guests can enjoy quick access to Ybor City, downtown Tampa, Busch Gardens, and the Riverwalk, while still having a private retreat with spacious rooms, a cozy backyard, and modern amenities. Perfect for families, groups, or business travelers looking for a mix of city energy and home-style relaxation.

Condo in Bradenton

New!Condo @ Margaritaville-less than 1 mile to AMI

Welcome to Treasure of Atocha! ⚓Sunrise Views and Bird Watching from your Private Screened Lanai ⚓1 Miles to the World Class Beaches of Anna Maria Island ⚓Community Pool, Splash Pad, Playground, and Activity Area ⚓Walk to Floridays or take a stroll around Robinson Preserve ⚓Fully stocked kitchen for all your favorite home cooked meals ⚓High speed Wi-Fi, Smart lock for Self-Check-in

Superhost

Hotel room in Clearwater

New place to stay

4 BR Presidential at Clearwater

Overlooking a pristine stretch of sand, the resort offers a stunning view of Florida’s coast. Indulge in beachfront living and take relaxation to the next level with the resort’s airy accommodations, designed with tranquility in mind. Get ready to relax, work, play, dine and explore the natural beauty of Clearwater Beach. Located at 110 Coronado Drive Clearwater, FL 33767.

Home in Bradenton

4.89 out of 5 average rating, 19 reviews

Waterfront home w/heated pool just mins beaches!

Welcome to Casa Palma! ⚓Sunset Views Enjoyed in Screened in Pool area ⚓Short Drive to the World Class Beaches of Anna Maria Island ⚓Bring your Boat or other Water Toys! Fish off the Dock ⚓Heated Pool/ Spa Overlooking Canal ⚓Fully Equipped Kitchen/ BBQ ⚓ High-speed Wi-Fi, Smart lock for Self Check-in ⚓Heating of the pool is not included in rent and is an additional fee

Superhost

A modern kitchen area is highlighted by a large granite countertop with three sleek white bar stools. Stainless steel appliances, including a refrigerator and oven, complement the crisp white cabinetry. Natural light enters through a window, illuminating the textured backsplash.

Home in Tampa

4.68 out of 5 average rating, 91 reviews

Beautiful New Home Near Ybor and Downtown

Relax with the whole family at this peaceful place to stay with New House Enjoy staying in the heart of Historic Ybor City with all the modern amenities, enjoy visiting downtown Tampa, the Riverwalk, Raymond James Stadium, Channelside Cruise port, Armature Works, Amphitheatre, Casino Busch Garden, Tampa Zoo International Airport, University, beaches and more!

An outdoor seating area features a round table surrounded by six chairs, set on a patterned rug. The area is enclosed by a screen and offers a view of a solar-heated pool, complete with palm trees and a bright blue sky.

Home in Bradenton

4.82 out of 5 average rating, 17 reviews

Private pool home in Bradenton just 5 miles to AMI

Welcome to Sea Salt! ⚓Short drive to the World Class Beaches of Anna Maria Island! ⚓Close proximity to Lakewood Ranch, Sarasota, and Tampa! ⚓Solar Heated Pool! ⚓Fully stocked kitchen for all of your favorite home-cooked meals ⚓ High-speed Wi-Fi, Smart lock for Self Check-in