Holiday rentals with a fireplace near Anna Maria Island

A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.

5 out of 5 average rating, 60 reviews

NO FEES | Heated Pool | Game Room | Sleeps14 | BBQ

Welcome to the Palms of Bradenton! This spacious home accommodates up to 14 guests, offering 4 cozy bedrooms, 2 modern baths, and plenty of space to unwind. Dive into the refreshing heated salt water pool, relax on the patio, or challenge your friends in the game room with foosball, a pool table, and arcade games. You'll be under 10 minutes from AMI beaches and 6 miles to IMG Academy! Conveniently located near great restaurants and grocery stores, this is the perfect spot for your next getaway.

A custom pool is framed by elegant lounge chairs and tropical landscaping. Water features create gentle curves, while illuminated details enhance the space as the sunset casts a warm glow. A covered outdoor area is visible in the background, providing seating and entertainment options.

4.99 out of 5 average rating, 75 reviews

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

An outdoor area features a heated pool surrounded by lounge chairs and umbrellas. A fire pit is positioned in front of a seating arrangement, creating a cozy gathering spot. Soft lighting from string lights adds ambiance to the serene space, enhanced by lush greenery.

5 out of 5 average rating, 34 reviews

Blessed Haven Peaceful Getaway 3 Miles to Beach

Our peaceful, elegant home offers the perfect blend of luxury and comfort near multiple beaches and IMG Academy. Luxurious Amenities: Heated Pool for an add'l fee, Smart Home Features, a modern and fully equipped kitchen w/full oven air fryer for cooking, a Comfortable King-sized bed w/premium linens, Game Room w/arcade tabletop, 1GB Highspeed WiFi, 2 Dedicated Office Desks Relax & unwind in our Peaceful Getaway with morning coffee by the waterfall spa and beautiful sunset walks on the beach.

5 out of 5 average rating, 62 reviews

Pool & Sports Court | Near Anna Maria + Beaches

Welcome to Sunny Oasis, a luxurious vacation home with easy access to Bradenton’s local attractions, including beautiful beaches. The incredible property features a heated pool and is the only one in the area with a private pickleball/basketball court. Other modern amenities and decor make this the perfect place for your next vacation. Bradenton Beach - 10 Min Drive Riverwalk - 10 Min Drive Anna Maria Island - 10 Min Drive IMG Academy - 10 Min Drive Sarasota - 20 Min Drive Learn More Below!

Superhost

The outdoor area showcases a heated saltwater pool surrounded by lounge chairs and a covered seating area. A manicured artificial turf putting green is prominently featured, providing a playful touch to the spacious backyard, which is framed by lush landscaping and bright skies.

4.8 out of 5 average rating, 356 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

A sparkling blue pool is surrounded by a stone deck and lush greenery. Lounge chairs are positioned beside the pool, with a covered patio in the background. The water canal and boats are visible beyond the backyard, under clear blue skies.

5 out of 5 average rating, 37 reviews

Canal front, dock, heated Pool, near AMI+IMG

Fall in Love with the Gulf Coast Lifestyle! This inviting and charming canal-front home located in the boating community of San Remo Shores with a beautiful pool area offers a perfect blend of indoor and outdoor coastal living to enjoy a relaxing vacation. Enjoy the convenience of docking your boat right in your backyard, making it easy to explore the beautiful crystal-clear water of the Gulf of Mexico. Its just a short drive away from the wonderful white sandy beaches of Anna Maria Island.

An outdoor space features a heated pool surrounded by gray paving stones. A black pergola with string lights provides shade over a swing couch positioned next to a fire feature. Lounge chairs are arranged nearby, with a small table holding drinks. Lush greenery is visible in the backdrop.

4.93 out of 5 average rating, 171 reviews

Chic Oasis-Backyard Goals-Game Room-Pup Haven-Pool

Step into chic comfort at this stylish retreat, designed in sleek black-and-white decor with modern touches. The backyard is made for relaxation and fun-enjoy the warm glow of the fire while lounging on the swings under our pergola, take a dip in the pool, or challenge family and friends to some outdoor games. Inside relax on the comfy couch, or keep the good times rolling in our indoor game room; perfect for all ages. This home blends style, comfort and play for family and friends.

Guest house in St. Petersburg

4.97 out of 5 average rating, 191 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

4.97 out of 5 average rating, 153 reviews

SLeePs 18- Hottub-2king suites-Pickleball-MiniGolf

We sleep 18!! 5 BEDROOMS!!! NEW PICKLEBALL COURT- new mini golf course- Kids playground- Hot tub- bunks with tube slide- Arcade room- pool table and more! ▪️2 Game Rooms ▪️2KingSuites ▪️7 miles to Beach ▪️Blackout curtains ▪️BabyMonitor▪️Crib AND Pack N Play ▪️HighChair ▪️beach chairs▪️pool table▪️hot tub ▪️pickleball▪️RokuTV’s▪️Self Checkin ▪️AirHockey ▪️Grill ▪️FirePit ▪️Washer/Dryer ▪️Coffee Bar▪️Cable ⭐️No Checkout List⭐️ Book your family's fun beach vacation TODAY.🏖️

A charming exterior view of the property is highlighted, showcasing a welcoming entrance with a decorative stone feature. The path leads to a well-lit entrance, framed by vibrant landscaping and palm trees, creating an inviting atmosphere for guests.

4.96 out of 5 average rating, 310 reviews

Casa del Río! Beaches, IMG, Boating, and Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.

5 out of 5 average rating, 43 reviews

Heated Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

4.99 out of 5 average rating, 333 reviews

A spacious outdoor pool area is visible, featuring a large swimming pool surrounded by lounge chairs and seating areas. A pergola provides shade, while decorative planters add greenery. The area is enclosed by a privacy fence, creating a secluded retreat.

Home in Seminole

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING

UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

Popular amenities for rentals with a fireplace near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

A tranquil outdoor space features a heated pool surrounded by stone pavers. Comfortable lounge chairs are positioned nearby, and a modern fire pit offers seating. The restored stone house stands in the background, framed by palm trees under a clear blue sky.

4.95 out of 5 average rating, 21 reviews

100 yr Old Stone Home + Pool + 9 miles to beaches

4.99 out of 5 average rating, 119 reviews

A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.

Home in Tampa

Hacienda Hideaway w/ heated pool

An inviting outdoor lanai is shown, featuring comfortable seating with colorful cushions. A wooden coffee table holds glassware, while a heated pool glistens in the background, surrounded by lush greenery. The screened area offers a seamless connection to the tranquil outdoor environment.

5 out of 5 average rating, 91 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Home in Indian Rocks Beach

A private heated pool is surrounded by a spacious deck featuring lounge chairs and a dining area. Palm trees provide shade while boats are visible at the dock. String lights overhead create a relaxed ambiance, and the tranquil water reflects the blue sky.

4.96 out of 5 average rating, 125 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

4.96 out of 5 average rating, 24 reviews

King Bed/Pool/Game Room/Fire Pit/Hammock/Near AMI

A spacious outdoor area features a sparkling pool surrounded by concrete and decorative grass. A hot tub is integrated into the pool's design. Adjacent structures include an outdoor grill/bar area, offering a perfect space for relaxation and entertainment under clear blue skies.

4.84 out of 5 average rating, 79 reviews

3BR/2BA Private Oasis: Pool, Hot Tub, Dining

A covered patio area features modern wicker furniture with white cushions, positioned around a glass coffee table. The inviting space overlooks a pristine pool, surrounded by a protective screen. Lush greenery is visible in the background, enhancing the tranquil setting.

4.95 out of 5 average rating, 111 reviews

Sunny Luxury Retreat -Heated Pool-Siesta Key Beach

5 out of 5 average rating, 24 reviews

Pool, Hot Tub, Game Room & More - Sleeps 10!

Apartment rentals with a fireplace

4.95 out of 5 average rating, 22 reviews

A cozy bedroom features a spacious bed adorned with soft pillows and a light blanket. Natural light enters through the partially covered window, while two modern light fixtures flank the headboard. A decorative plant sits atop a small side table, complementing the neutral decor.

Flat in Clearwater

Fantastic Condo at Avalon - Fully Renovated

Flat in Indian Rocks Beach

4.97 out of 5 average rating, 39 reviews

ON THE BEACH Balcony, BBQ Grill, Jacuzzi

5 out of 5 average rating, 49 reviews

An expansive view of a sandy beach stretches along a turquoise coastline. Gentle waves lap at the shore, and the horizon meets the sky in a blend of blue hues. Sparse greenery frames the edge of the beach, creating a serene and natural environment.

Flat in Longboat Key

Turquoise Gem 1st Floor

5 out of 5 average rating, 12 reviews

Flat in Madeira Beach

Gulf View Penthouse | Steps to Beach + Johns Pass

5 out of 5 average rating, 17 reviews

A modern living area is depicted, featuring a large flat-screen TV mounted on the wall above a sleek electric fireplace. The kitchen showcases light wood cabinetry and a tile backsplash. A door with a decorative glass insert leads outside, enhancing the open feel.

Flat in Largo

Tropical Vibes by Indian Rocks Beach

4.94 out of 5 average rating, 62 reviews

A hanging chair, featuring a soft, cushioned seat, is situated on the balcony, offering direct views of the ocean. The expansive seascape and sandy beach are visible in the background, with a clear blue sky enhancing the serene atmosphere.

Flat in Indian Shores

Luxury Ocean Front Duplex

4.86 out of 5 average rating, 36 reviews

An aerial view depicts a beachfront condo complex with a pool below. The nearby beach extends into the Gulf, surrounded by palm trees. The interior showcases a comfortable living area with a blue sofa and light furnishings. A balcony offers a poolside view, ideal for relaxation.

Flat in Indian Shores

Grand Opening! Indian Shores w/Pool &Gulf Views

Superhost

A tranquil shoreline is captured, featuring soft white sand in the foreground and gentle waves lapping at the edge. Sunlight sparkles on the water, creating a shimmering effect, while the horizon meets a clear blue sky dotted with wispy clouds.

Flat in Treasure Island

4.82 out of 5 average rating, 181 reviews

COZY BEACH HOUSE 2 BEDROOM

Villa rentals with a fireplace

A modern living space is shown, featuring a comfortable black sofa and a cozy area rug. A large television is mounted on a stylish media unit, with light streaming in from nearby windows. A dining area with a small table and chairs is also visible.

5 out of 5 average rating, 38 reviews

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

4.98 out of 5 average rating, 47 reviews

Luxury 4-Bedroom Pool Retreat Near Siesta Key

Superhost

A clear swimming pool rests within a screened enclosure, surrounded by tropical greenery. Comfortable lounge chairs are positioned by the water's edge, inviting relaxation. The pool features a connected hot tub, offering options for leisure and enjoyment.

Villa in Wimauma

5 out of 5 average rating, 10 reviews

Coastal Farmhouse & Pool

4.94 out of 5 average rating, 36 reviews

The backyard features a heated pool surrounded by tropical landscaping, including palm trees and vibrant plants. A Tiki bar with thatched roofing stands nearby, with outdoor seating available. Lounge chairs are positioned to overlook the pool, enhancing the inviting outdoor space.

Villa in Largo

Resort Backyard! Heated Pool! Pool Table! PingPong

A villa with a light-colored exterior features a spacious driveway made of pavers. Lush tropical landscaping adds color, while a large parking garage is visible on the right side. In the background, a multi-story building is partly shown under a partly cloudy sky.

5 out of 5 average rating, 9 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

4.96 out of 5 average rating, 130 reviews

A home theater room features a large projection screen displaying vibrant visuals. Black reclining chairs are arranged for optimal viewing, complemented by a wall-mounted TV. The dark walls and ceiling create a cozy ambiance, ideal for movie nights.

Villa in Tampa

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym

A vibrant outdoor scene showcasing a poolside setting with plush lounge chairs and colorful pool floats. A straw hat and sunglasses rest on a striped towel next to a wicker table adorned with tropical-themed items. Refreshing drinks and fruits are nearby, surrounded by lush greenery.

5 out of 5 average rating, 29 reviews

Luxury Tropical Retreat, Pool, King Beds & Game Ro

4.98 out of 5 average rating, 42 reviews

A spacious single-story house is highlighted, featuring a well-maintained white exterior and a metal roof. Lush green grass surrounds the home, with several palm trees positioned symmetrically along the pathway leading to the entrance. A clear sky and gentle clouds provide a bright backdrop.

Villa in Nokomis

Oasis Getaway -Beautiful House-Infinity Pool-Beach

Other holiday rentals with a fireplace

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.97 out of 5 average rating, 90 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

The private pool is enclosed within a spacious lanai, featuring a smooth surface and surrounded by tropical landscaping. Comfortable lounge chairs are positioned beside the pool, with natural light streaming through the screened roof.

4.95 out of 5 average rating, 44 reviews

༄ Coconut Breezes near Anna Maria Island ༄

A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.

5 out of 5 average rating, 10 reviews

The Palms Away

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

4.93 out of 5 average rating, 27 reviews

Coastal Retreat near Siesta Key Beach and Downtown

5 out of 5 average rating, 17 reviews

A spacious living area is filled with natural light from large windows. A comfortable sectional sofa is arranged with decorative pillows, complemented by a wood coffee table at the center. Two soft reclining chairs are positioned nearby, contributing to the inviting atmosphere.

Home in Holmes Beach

Summer Discount Rates- steps to the beach.

5 out of 5 average rating, 15 reviews

A lighthouse vacation rental is showcased with a private pool in the foreground. The two-story structure features a bold red door and circular windows, while palm trees frame the setting. The upper balcony offers an additional outdoor space, enhancing the playful seaside vibe.

Home in Holmes Beach

Americana AMI Lighthouse 3BR w/pool + rooftop deck

A well-lit outdoor space features a heated pool with fountains, surrounded by lounge chairs and a patio umbrella. Bistro lights hang above, creating a warm ambiance, while tropical plants line the perimeter, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 55 reviews

IMG Heated Pool w/Golf Course + Bocce Ball Court!