Pet-friendly vacation rentals in Hillsborough County

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 140 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

4.97 out of 5 average rating, 180 reviews

The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.

Home in Gulfport

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

Home in Bayshore Beautiful

A warm and inviting living area features a spacious sofa with contrasting cushions, complemented by a striking piece of wall art. A wooden coffee table sits atop a patterned rug, with natural light streaming through large windows draped in dark curtains.

Winter Season Getaway by the Bay, Close 2 Downtown

Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

4.89 out of 5 average rating, 158 reviews

4.84 out of 5 average rating, 246 reviews

Single Family Pool Home, Close to Downtown Tampa!

Cypress House is conveniently located to explore the best of Tampa Bay, including Downtown, South Tampa, USF, University of Tampa, other Universities, Busch Gardens, the zoo, aquarium, restaurants, walking distance to University Of Tampa and River Walk, & much more! Situated in an upmarket family-friendly residential neighborhood, this 3 bed/4 full bath luxury single-story home boasts a large outdoor pool, outdoor gas grill, outdoor table, laundry, full kitchen gas stove and oven.

4.9 out of 5 average rating, 187 reviews

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

Home in St. Petersburg

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

4.97 out of 5 average rating, 459 reviews

A modern bathroom featuring a round mirror above an elegant wooden sink with a metallic bowl. Exposed brick walls and dark accents create an industrial feel. A sleek, black toilet complements the stylish glass shower, which is designed with contemporary tile.

Apartment in Tampa

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

4.94 out of 5 average rating, 139 reviews

Private House with Pool and Cabana

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

A cozy living area features a comfortable gray sofa adorned with an array of textured pillows. Two large paintings depicting tropical scenes are displayed on the wall above, complemented by lush green plants on either side. Natural light filters through white curtains, enhancing the inviting space.

4.95 out of 5 average rating, 298 reviews

Boho Bungalow close to Downt- SOHO - Hyde P- TIA

Beautiful historic bungalow located in the heart of Tampa, close to everything the city has to offer. Featuring a rustic boho design, our home provides a relaxing retreat just 5 minutes from Downtown Tampa. Enjoy the convenience of free parking and easy self check-in, along with a fully stocked kitchen, SMART TVs, and a laundry room. The bohemian atmosphere makes it ideal for vacations, romantic getaways, family visits, concerts, sporting events, or work trips.

4.98 out of 5 average rating, 189 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

A cozy bedroom is highlighted by large windows that allow ample natural light. A spacious bed is adorned with soft bedding and decorative pillows in neutral and warm tones. A fresh plant is visible through the window, adding a touch of nature to the interior.

4.94 out of 5 average rating, 109 reviews

Walkable Outdoor Oasis BBQ Firepit and Bocce Ball

Welcome to Havana Loft, located in Tampa, Florida—experience Cuban-inspired charm without a passport. Immerse yourself in the perfect blend of vintage vibes and modern comfort while making the most of an incredible outdoor oasis. Bask in the sunshine, fire up the grill for a delicious meal, unwind by the cozy firepit, or challenge your crew to a game of bocce ball or crush them in a game of cornhole!

Bungalow in Ybor City Historic District

A spacious living area features a light brown sofa and wooden accents throughout. Colorful wall decorations and plants create a vibrant atmosphere. A dining table is positioned nearby, and an open kitchen is visible in the background. Light streams in from large windows adorned with blue curtains.

Cozy AF Jungle-House Hideaway

We invite you to the **Cozy AF Jungle House**! Step into the foliage and immerse yourself in the jungle vibes. With every glance, you'll discover something new—from the sabretooth tiger skull to the romantic hot tub and even a crystal hanging banana. Adventurers, dare to play Jumanji if you’re feeling bold! Our goal is not just to provide a place to stay, but an experience you’ll cherish forever.

4.99 out of 5 average rating, 420 reviews

A modern kitchen and dining area is featured, showcasing a spacious marble-topped dining table surrounded by white chairs. The kitchen counters and appliances in sleek black and stainless steel complement the light color palette of the walls, creating a clean and inviting atmosphere.