Villa vacation rentals in Madeira Beach

An aerial view showcases a coastal neighborhood along the intracoastal waterway, featuring a single-story home with a gray roof and a landscaped front yard. Palm trees line the driveway, and nearby properties reflect a variety of architectural styles, emphasizing the serene waterfront setting.

5 out of 5 average rating, 39 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

IRB Harbor House, your coastal getaway nestled in the heart of Indian Rocks Beach. This unique shared property concept with semi-private villa boasts 2 cozy bedrooms, 2 modern bathrooms & full size kitchen; perfect for small families, small groups & professionals. Enjoy the convenience of upscale private living with resort style pool on a shared property Whether you're here to soak up the sun or simply relax, Harbor House offers the perfect blend of comfort & convenience for your beach vacation

Villa in Redington Shores

A sandy pathway leads through palm trees and lush greenery toward a wide beach. The ocean's calm surface reflects a bright blue sky with scattered clouds. A beach umbrella is visible to the left, suggesting a serene, inviting atmosphere.

4.92 out of 5 average rating, 139 reviews

Private Retreat 1 house to beach. Beachside

Best kept secret on quiet street beachside away from busy condos. Only 1 house to wide pristine beach stretching for miles. 1 of 3 units 2nd story **May be some repair activity on the lower units thru November. None Nov 27-30 or wkends Beach supplies: towels, beach chairs, cooler. Walk to restaurants. W/D IN UNIT, Central AC, WIFI, park free Bedrooms: Comfortable mattresses. Black-out curtains. 2 bdrms with king beds. 3rd bdrm: large BONUS ROOM/laundry 2 twin beds, sliding door for privacy

A private patio area features a hot tub surrounded by wooden decking. Soft lighting from string lights enhances the ambiance. A cozy fire pit sits beside comfortable seating, ideal for relaxation. Nearby, a hammock is available for lounging, adding to the outdoor comfort.

4.91 out of 5 average rating, 32 reviews

King 1 Br/1Ba, Hot Tub - Close to Beach & Downtown

Whether you're Relocating, Vacationing, Working or Just Visiting, this cozy, luxurious, smart home is the perfect place to unwind. Featuring a hot tub, spacious private backyard, dedicated WFH office space, EV Charger, & fully stocked kitchen (ft. air fryer), you’ll find more amenities than I can list. A short 12 minutes from the #1 beach in the country, as well as a 12 minute drive from downtown and the gorgeous new Pier, you’ve truly found a gem in the heart of paradise. Go ahead and book!

An outdoor patio area features a dining table adjacent to a heated pool. Lounge chairs are positioned nearby, under a screen enclosure. The pool is framed by a laid stone surface, with a view of lush greenery beyond the surrounding fence.

4.95 out of 5 average rating, 129 reviews

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.

4.97 out of 5 average rating, 147 reviews

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

4.96 out of 5 average rating, 48 reviews

An outdoor space features a circular fire pit surrounded by several black Adirondack chairs, all set on gravel. The background showcases a heated pool and spa, with a vibrant sunset sky illuminating the scene. The villa and dining area are visible, enhancing the inviting atmosphere.

Villa in Seminole

Modern Luxury Villa - Heated Pool Spa, Game Room

Our Luxury Ultra Modern Villa has all the amenities and games you'll need on your vacation. STUNNING backyard with heated pool, spa, fire pit and games. Incredible Game Room with pool table, foosball and ping pong. This villa is in a fantastic location just minutes away from some of the most popular beaches in the country! 5 min - Beach Access 13 min - Indian Rocks Beach (Times are subject to change depending on a traffic) Experience Seminole, Florida with Us and Learn more below!

A wide view of the intercoastal waterway reveals vibrant turquoise waters and a private dock. Lush greenery and a spacious pool area are visible, featuring a unique shape and several lounge chairs. The serene setting offers an inviting outdoor space for relaxation.

5 out of 5 average rating, 52 reviews

Villa Blanca - Waterfront Midcentury Modern Home

Located in the charming and laid-back neighborhood of Indian Rocks Beach, Villa Blanca is ideally situated to enjoy all the amenities the beach community has to offer. The beautifully renovated mid-century modern waterfront home is completely updated, sparkling clean with a private pool, dock and only a 10-minute walk to the beach. You will also find pickleball courts, a skate board park, children’s playground and a nature preserve boardwalk within a 5 minute walk.BTR 2011

4.9 out of 5 average rating, 119 reviews

The Tropical Oasis, w/ Solar Heated Pool and Games

Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

4.95 out of 5 average rating, 81 reviews

The Emerald Villa, Eco-Luxury by the Sea

Eco-friendly seaside villa. Located just steps from the soft sands of the Gulf of Mexico beach, this exquisitely designed family home offers a luxurious yet sustainable escape. Encased in natural light, 4 bedrooms and 3 baths, the villa sleeps dynamic families and small groups in uncompromising comfort and style and provides all the zen essentials. In-house health suite with gym, infrared sauna and red light therapy available upon request at small additional daily fee.

A modern living space is presented with a spacious sofa and armchairs, arranged around a central coffee table. A large flat-screen TV is mounted on the wall opposite the seating area, with light walls and wood-look flooring enhancing the open layout.

5 out of 5 average rating, 46 reviews

10 Minutes to Beaches! Mint House

Ready to create lasting memories? Book your Florida dream vacation today! Unwind and recharge at this perfect Florida getaway! Our charming rental is just minutes from the stunning beaches Pinellas County offers. Soak up the sun and crystal-clear waters, all within a 10-minute drive. Need to stay connected? We've got you covered with blazing-fast 1G Wi-Fi and a dedicated workstation, making it easy to balance work and play during your stay.

4.87 out of 5 average rating, 98 reviews

A bright kitchen features a cheerful, colorful wallpaper with a playful design. A traditional farmhouse sink is situated on a light blue countertop, accompanied by various kitchen utensils and knives mounted on the wall. A vibrant yellow door complements the lively aesthetic, inviting natural light.

Villa in Gulfport

Cozy funky duplex with KING bed

Escape to the charming town of Gulfport, Florida, and discover a hidden gem nestled in the heart of this vibrant community. Our eclectic studio offers a one-of-a-kind experience for those seeking comfort, style, and a touch of the extraordinary. The main highlight is the funky wallpaper and the luxurious king-sized bed, adorned with premium linens and plush pillows, ensuring a restful night's sleep after your Gulfport adventures.

4.88 out of 5 average rating, 174 reviews

A modern kitchen area features sleek white cabinetry, gray countertops, and stainless steel appliances. An island with two black stools offers additional seating. Well-lit by overhead fixtures, the space includes a door leading to an entrance and a doorway to a small adjacent room.

Villa in Tampa

Boho -Minimalist villa

Welcome to our Boho Minimalist Villa 4311 unit B with a 2 bedroom and 1 bathroom. Conveniently located in the heart of Tampa, Florida. “Points of interest” to visit and enjoy while you are here: Raymond’s James Stadium, New York Yankees Training Camp, Hillsborough Community College, International Tampa Airport, Downtown Tampa, Midtown within less than 10-minutes’ drive enjoy a great afternoon eating at many local restaurants.

Popular amenities for Madeira Beach villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

Villa in Tampa

Beyond luxury and architecture.

A private rooftop terrace features a hot tub, comfortable seating area, and a large umbrella providing shade. The artificial turf enhances the outdoor space, while distant views of buildings and the clear blue sky create a serene atmosphere.

Villa in Clearwater Beach

4.42 out of 5 average rating, 19 reviews

Paradise Cove Townhome 145-3 - Premium Waterfront Community

A charming entryway features a light-colored front door surrounded by large windows and lush tropical plants. The space is paved with square tiles and shaded by a wooden trellis adorned with vibrant flowering vines.

Villa in Dunedin

Unique Villas 3Plex in the Heart of Downtn Dunedin

4.78 out of 5 average rating, 23 reviews

A cozy living area features a light-colored sectional sofa adorned with decorative pillows. Natural light enters through multiple plantation-shuttered windows, highlighting the soft tones of the furnishings. An entertainment unit with a large television and a small decorative table adds functionality to the space.

Villa in Clearwater

Private Villa with Courtyard

4.94 out of 5 average rating, 51 reviews

A modern living area is highlighted by a neutral color palette and wood-look flooring. Comfortable seating is provided by a gray sectional and armchairs, while a coffee table centers the space. A ceiling fan and natural light enhance the welcoming atmosphere, complemented by decorative wall art.

Villa in Tampa

Tropicaly Blooms

4.95 out of 5 average rating, 22 reviews

A modern dining area features a circular glass table surrounded by four plush blue chairs with chrome detailing. A colorful artwork graces the wall, and a console table stands nearby. The open layout allows for visibility into the adjacent kitchen.

Villa in Sunset Park

Luxury South Tampa Villa 3BR/3BA • Fast WiFi •

4.5 out of 5 average rating, 4 reviews

Newly remodeled-minutes from the beach

Villa in Palm Harbor

Family-Friendly 4BR Getaway Saltwater pool

Luxury villa rentals

4.96 out of 5 average rating, 25 reviews

A spacious heated saltwater pool is surrounded by a screened enclosure, featuring colorful inflatable floats. A playroom is visible with cheerful decor, while a cozy media room offers comfortable seating. The exterior showcases a welcoming home, with a yard perfect for children’s play.

Villa in Dunedin

Family Haven/Kid's Amenities Near Honeymoon Island

An open dining area features a wooden table set for six, with white plates and dark napkins. A stylish light fixture hangs above, illuminating the space. The adjoining kitchen area includes dark cabinetry and modern appliances, offering a seamless flow between dining and cooking.

4.86 out of 5 average rating, 64 reviews

Best deal in town!

5 out of 5 average rating, 29 reviews

A tranquil pool area is highlighted by a sparkling blue water surface, surrounded by lush greenery. Comfortable lounge chairs are arranged nearby, adorned with striped pillows. A gentle waterfall feature adds a serene touch, while a privacy fence encloses the space.

Villa in Bay Crest Park

(BAYC) Heated Pool Villa. Boat rental available

4.93 out of 5 average rating, 14 reviews

Villa in Clearwater

[TOP PlCK] 5BR Family Pool Villa By Eagle Park!

Villa in Clearwater Beach

A rooftop terrace is shown with two lounge chairs and a small table. A large umbrella provides shade, while a view of the waterfront and city skyline is visible in the background. The sky displays soft hues of purple and pink, enhancing the serene setting.

4.98 out of 5 average rating, 42 reviews

4 min Walk to Beach, Pool, Roof Deck

4.95 out of 5 average rating, 66 reviews

A heated pool is surrounded by comfortable loungers and shaded by a stylish cabana. A spacious patio area features outdoor seating, while lush greenery and tall trees create a serene backdrop under the clear blue sky.

Villa in Seminole

5 BR Luxury Beach Villa: Heated Pool & Games Room

A private pool area features clear water surrounded by a spacious deck. Tall palm trees offer shade along one side, while lounge chairs are positioned nearby, creating a serene outdoor space for relaxation.

4.82 out of 5 average rating, 17 reviews

Modern Pool Estate, Beach, Downtown - seasonal

An aerial view of a screened pool area is shown, featuring a heated pool with an octagonal shape surrounded by a spacious patio. Lush green landscaping frames the area, including tropical plants and palm trees. Comfortable lounge chairs are placed near the pool for relaxation.

Villa in Seminole

4.76 out of 5 average rating, 90 reviews

7BR Luxury Retreat w/ Heated Pool & Spa

Villa rentals with a pool

4.94 out of 5 average rating, 48 reviews

The dining area features a modern table with gold accents, surrounded by plush gray chairs. A stylish chandelier hangs above, illuminating the space. The open-concept layout offers a clear view of the adjacent kitchen and a spacious living area with a large television.

Villa in Palm Harbor

Villa Luxe~Heated Saltwater Pool~Near Beaches

4.68 out of 5 average rating, 65 reviews

A large heated swimming pool is surrounded by lounge chairs and tiki huts, set against the backdrop of a sandy beach and the shimmering Gulf waters. Sunlight reflects off the water, creating a tranquil atmosphere for relaxation and leisure.

Villa in Indian Shores

Relax just steps from beach & Gulf of America

Villa in Madeira Beach

4.57 out of 5 average rating, 7 reviews

Vila at Holiday Isles Resort

A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.

4.79 out of 5 average rating, 175 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

Villa in Palm Harbor

4.75 out of 5 average rating, 8 reviews

Dream Home Family Retreat | 4BR, Near the Gulf

4.89 out of 5 average rating, 19 reviews

A modern kitchen features wooden cabinetry and a granite countertop, complemented by stainless steel appliances. Red chairs are placed around a dining area visible in the background, with decorative wall art enhancing the space. Natural light filters through the windows, providing a bright atmosphere.

Villa in Treasure Island

Luxury waterfront in the heart of treasure island

4.9 out of 5 average rating, 86 reviews

A spacious lawn surrounds the villa, featuring tropical landscaping and a patio area with seating. A pool is visible alongside the well-maintained pathway, leading to the water. The structure showcases large windows that invite natural light, presenting a warm outdoor setting.

Villa in Bay Crest Park

The Palm Island Villa Luxury 4 BDR Waterfront Home

A serene view of the cottage's outdoor space is presented, featuring a pool surrounded by greenery. A wooden dock extends into the waterway, with seating available for relaxation. Tropical plants and trees frame the property, enhancing the natural landscape.