Ski-in/Ski-out vacation 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 favorite

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 Rocks Beach

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.

ValueLocationQuiet

4.71 out of 5 average rating, 17 reviews

Hotel room in Sarasota

Newly remodeled suite, resort like amenities.

Now sleeps 3 adults or 2 adults and 2 children. The Casa Sea Esta has kitchenette, 42-inch led TV, beach towels beach chairs and umbrella for your use. This lovely condotel resort has heated pool, tiki bar, (Tarpon Bay), fitness center, coffee bar, gaming area, computer center, and arcade. The studio is equipped with a starter pack of necessities. Baby crib/changer, highchair and stroller available. We manage two other suites, one Marina Water View at this location please inquire if available.

New place to stay

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.

Condo in Coquina Key

Waterside Vacation Rentals Epic View 2 Bed 1.5Bath

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!

FamilyValueView

4.85 out of 5 average rating, 13 reviews

Guest favorite

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 Town 'n' Country

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.

LocationFamilyCondition

4.87 out of 5 average rating, 220 reviews

Guest favorite

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

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.

LocationFamilySleep quality

4.98 out of 5 average rating, 41 reviews

Superhost

Condo in Coquina Key

Water Front Epic View 2 Bedrooom 2 Bath

Forget your worries in this spacious, serene waterfront condo at Waterside. Wake up to stunning Tampa Bay views enjoy morning coffee while watching dolphins and manatees play outside your window. Spectacular sunsets complete the coastal vibe. This highly desired unit offers: Fishing, kayak, swim, shrimp, and crab in the bay, Resort-style amenities: hot tubs, Jacuzzi, pickleball, tennis, and fitness room. Enjoy significant weekly and monthly discounts.

LocationFamilyCondition

Superhost

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

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.

FamilyValueCheck-in

4.94 out of 5 average rating, 78 reviews

Guest favorite

A charming bungalow is situated on a well-maintained lot, framed by lush green grass and vibrant landscaping. The inviting front porch features seating areas under a sloped roof, enhancing the welcoming entrance. Sunlight filters through the trees, casting gentle shadows on the paver driveway.

Home in Tampa

Luxurious Bungalow Tampa Bay/Bush Gardens

Escape to our beautifully restored 1920s bungalow—where vintage charm meets modern comfort. Ideal for remote work or family getaways, this peaceful retreat is minutes from top Tampa attractions: Busch Gardens (5 min), Downtown, Ybor, Armature Works (15 min), beaches (30 min), and local dining/shopping (5 min). After a fun day out, unwind in a cozy, quiet space designed for both relaxation and convenience.

FamilyLocationGrill

4.85 out of 5 average rating, 62 reviews

Guest favorite

Home in Largo

Waterfront, Screened Lanai, Pool, King Beds, BBQ

Escape to your private waterfront retreat in Harbor Hills, Largo's premier coastal neighborhood. This upscale 4BR/4BA home sleeps 10 and features three king suites, a screened pool, shared dock, waterfront dining, and resort-style outdoor living. Minutes from Indian Rocks Beach and Clearwater Beach, it's the perfect setting for family getaways, group trips, and unforgettable Gulf Coast sunsets.

FamilyLocationAccuracy

4.92 out of 5 average rating, 36 reviews

Guesthouse in Town 'n' Country

Clean & Cozy Near Tampa Airport

Enjoy a clean, cozy and comfortable apartment in a quiet area of Tampa. Only 6 minutes from Tampa International Airport, with easy access to Downtown, restaurants, shops, and attractions. It has a separate entrance and private parking with an electric gate and remote control for greater comfort and security. A space prepared with dedication for you to enjoy a pleasant stay close to everything.

LocationCleanlinessComfort

5.0 out of 5 average rating, 3 reviews

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

LocationCleanlinessKitchen

Superhost

Hotel room in Clearwater Beach

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.