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

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

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

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

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Home in INDIAN RK BCH

4.67 out of 5 average rating, 15 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.

Tiny home in Anna Maria

4.62 out of 5 average rating, 29 reviews

Villa la Esperanza Jacaranda Cottage

Beach cottage on Anna Maria Island. This unique living space can house up to 4 guest providing 1 queen size bed and 2 bunk beds. It's designed to provide privacy for the guest even in a cozy space. Only a few steps from the beach you can e on the soft Anna Maria sand within 5 minutes. The main house will not be used while the cottage is rented so feel free to enjoy the Olympic sized pool as well as the boat dock with lift. Get all the amenities this house has to offer at an affordable price.

Guest favourite

Guest suite in Tampa

4.9 out of 5 average rating, 145 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

Home in Anna Maria

4.97 out of 5 average rating, 32 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.

Home in Port Richey

4.66 out of 5 average rating, 47 reviews

Beautiful House In Port Richie

Horizons es Un alojamiento familiar único . Donde usted puede pasar unos días en familia de manera tranquila y excepcional. La propiedad cuenta con mucho espacio para poder estar totalmente cómodo . Nuestra piscina ofrece su calentador de agua para q sus días fríos sean más Acogedor. Ofrecemos una chimenea en el área de la sala , donde calienta súper rápido y agradable. Agradecemos su colaboración para q todo en Horizon Houses sea excepcional.

Home in Anna Maria

Rainbow Reef: Near Bean Point, Pool, Game Room

Rainbow Reef by Anna Maria Life Vacation Rentals 720 Holly Rd, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to the Beach! 5 Bedrooms / 3 Bathrooms 2 Kings, 1 Queen, 4 Fulls Private Pool Pool Loungers & Umbrellas Gas Grill Patio Dining for 6 Hammock Ping Pong, Foos Ball, Pool Table Professional Linen Service, Washer & Dryer Complimentary WIFI Beach Towels, Beach Chairs, Beach Wagon Parking for 3 Cars VR16-000153

Guest favourite

Home in Tampa

4.94 out of 5 average rating, 51 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.

Guest favourite

Home in Bradenton

4.88 out of 5 average rating, 43 reviews

Heated Pool/Grill & Minutes to Anna Maria Beaches

Welcome to Montauks Point! ⚓Short Drive to the World Class Beaches of Anna Maria Island ⚓Close proximity to Lakewood Ranch, Sarasota, and Tampa ⚓Pet Friendly, Fenced in Backyard ⚓Large Exterior Lanai With Smart TV & Foosball ⚓Fully stocked kitchen for all of your favorite home cooked meals ⚓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

Apartment 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

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

Home in Tampa

4.65 out of 5 average rating, 82 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!

Guest favourite

Home in Bradenton

4.88 out of 5 average rating, 16 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