Holiday rentals with a fireplace in Holmes Beach

4.94 out of 5 average rating, 31 reviews

An aerial view showcases a spacious outdoor area featuring a private pool and lounge chairs, surrounded by a gated patio. A light blue house stands in the background with multiple windows, providing a connection between indoor and outdoor spaces. Lush greenery lines the property.

Home in Holmes Beach

Luxury 3BD Beachfront Retreat with Heated Pool!

Sandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets f

Apartment in Indian Shores

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.95 out of 5 average rating, 126 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High WiFi, Premium TV, Garage Parking, Private Beach, Pool & Spa.

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, 354 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.

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, 170 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, 185 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!

4.95 out of 5 average rating, 129 reviews

A vibrant mural reading 'Sunshine State of Mind' adorns the exterior wall of the house near the saltwater pool. Smooth concrete surrounds the pool, and large windows provide a view into the inviting indoor space, contributing to a cheerful outdoor atmosphere.

Home in Seminole

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

4.94 out of 5 average rating, 132 reviews

Home in Apollo Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

4.97 out of 5 average rating, 158 reviews

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

Home in Clearwater

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Welcome to The Merry Mint! A family & pet friendly 2/1 oasis located 4mi from the #1 beach in America; Clearwater This colorful & whimsical property is just minutes from grocery, 5 star restaurants, & every convenience. Only a short drive to the beach! Or stay in & enjoy: ★ 24x12 Pool w/LED multicolor pool light ★ 34X18 Pool Deck ★ Loungers ★ 16x20 Grill Deck ★ Fire-Pit w/grill grate ★ Yard Games (regulation corn hole, jenga, connect four, etc) ★ BBQ Grill ★ string lights

4.99 out of 5 average rating, 142 reviews

A light blue bedroom features a spacious bed with a floral-patterned blanket and a ceiling fan overhead. Double glass doors provide a view of the pool area outside. Storage options include a white dresser and closet, while a small table and chair are positioned nearby.

Guest house in Sarasota

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

4.99 out of 5 average rating, 107 reviews

A spacious pool area features a large, inviting blue pool surrounded by lounge chairs and palm trees. A hot tub is situated near the pool, with umbrellas providing shade. The buildings of the gated community are visible in the background.

Apartment in Clearwater

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

4.98 out of 5 average rating, 238 reviews

An open living area features a modern kitchen with white cabinetry and a large island with bar seating. A comfortable couch is positioned in front of an electric fireplace, accompanied by a coffee table displaying books and a decorative plant. A wall-mounted TV displays a vibrant underwater scene.

Apartment in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/rest

Apartment in St. Pete Beach

A sandy pathway, framed by lush green grass, leads to the beach where the ocean meets the sky. Soft clouds drift above, and the vibrant blue water sparkles in the sunlight, creating an inviting atmosphere for beachgoers.

4.89 out of 5 average rating, 351 reviews

Easy access to St. Petersburg beach, a minute walk

This sunny 405 sft beach studio will be your perfect retreat from it all! Walking steps to the beach .Second floor unit with a full kitchen, sleeps 4 people: 1 Murphy Bed (Queen size) comes out from wall and 1 pull out sofa bed, also a queen size. This condo has a cute private balcony where you can sit and enjoy the courtyard/garden view. The kitchen has pots, pans and all kitchens essentials to enjoy your vacation.

Popular amenities for rentals with a fireplace in Holmes Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

A tiki bar with thatched roofing is showcased, featuring a wooden bar adorned with colorful tiki carvings. A sign reading 'Attitude Adjustment Time' is visible, with comfortable seating nearby. The private pool can be seen in the background, enhancing the tropical atmosphere.

4.95 out of 5 average rating, 76 reviews

Pool + Tiki Bar + Pickleball + Anna Maria Beaches!

An enclosed pool area features a spacious swimming pool surrounded by potted plants. Lounge chairs are positioned around the pool, complemented by decorative pink floats. The outdoor space is shaded by a mesh screen, with palm trees visible in the background.

4.97 out of 5 average rating, 72 reviews

Useppa Villa

4.93 out of 5 average rating, 106 reviews

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

Home in Sarasota

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

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, 57 reviews

Heated Pool |Game Room|SmartTVs|King Beds|Sleeps14

A screened-in patio surrounds a tranquil swimming pool, offering a peaceful setting. Lounge chairs are positioned along the poolside, with a green lawn and tall palm trees visible in the background. Natural light enhances the inviting atmosphere of the private outdoor space.

5 out of 5 average rating, 42 reviews

Three Bedroom Jungle Paradise with heated pool

4.96 out of 5 average rating, 45 reviews

Stylish Pool Home • Near IMG & Beaches • Top Rated

4.94 out of 5 average rating, 108 reviews

A person is seated at the edge of a sparkling pool, facing the clear blue water. The poolside is tiled, and the sunlight reflects off the surface, creating a serene ambiance. The individual wears a swimsuit featuring a tiger stripe pattern.

Home in Sarasota

Luxury Heated Pool Family House-Siesta Beach/DT

4.86 out of 5 average rating, 176 reviews

A vibrant game room features a pool table at its center, surrounded by ample seating. Bright tropical murals add colour to the space, while overhead lighting provides a cozy ambiance. Bar seating is available near the open kitchen, enhancing the sociable atmosphere.

Home in Seminole

5BR Tropical Heated Pool House | 5 Min to Beaches!

Apartment rentals with a fireplace

4.95 out of 5 average rating, 20 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 Independence Square

A spacious balcony offers a panoramic view of the Gulf of Mexico, with a high-top glass bar and two high chairs. The sandy beach and calm ocean stretch out beyond, with distant silhouettes of beachgoers enjoying the shoreline.

4.97 out of 5 average rating, 39 reviews

ON THE BEACH Balcony, BBQ Grill, Jacuzzi

5 out of 5 average rating, 29 reviews

The exterior of a two-story home is illuminated by soft outdoor lighting, highlighting a landscaped path lined with flowers and greenery. The entrance features a white door framed by large windows, inviting guests into the residence. Palm trees provide additional charm to the serene atmosphere.

Flat in Greater Woodlawn

Bay Breeze Place

5 out of 5 average rating, 47 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, 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

4.97 out of 5 average rating, 88 reviews

A well-lit room features a stylish queen-sized bed covered with white bedding. A wall print of the Eiffel Tower complements the decor. A compact desk, chair, and an armchair are arranged for comfort. A ceiling fan provides air circulation, and a door leads to the outside.

Flat in Oakford Park

The Suite at MidTown

4.81 out of 5 average rating, 52 reviews

A scenic view of the bay is framed by white wooden railings leading down a set of steps. The shimmering water is bordered by lush greenery along the shoreline, with a clear blue sky above.

Flat in Coquina Key

Modern waterfront condo with panoramic bay views

4.82 out of 5 average rating, 181 reviews

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

COZY BEACH HOUSE 2 BEDROOM

Villa rentals with a fireplace

5 out of 5 average rating, 38 reviews

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.

Villa in Sarasota

Cheerful 2 bd 2 bt Villa close to Siesta Key Beach

4.98 out of 5 average rating, 47 reviews

Villa in Sarasota

Luxurious 4-Bedroom Retreat Near Siesta Key

5 out of 5 average rating, 10 reviews

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

Coastal Farmhouse & Pool

5 out of 5 average rating, 34 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

5 out of 5 average rating, 9 reviews

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.

Villa in Sarasota

Newly Remodeled Luxury Beach Villa on Siesta Key!

4.96 out of 5 average rating, 128 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 Ballast Point

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

5 out of 5 average rating, 28 reviews

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.

Villa in Arlington Park

Luxury Tropical Retreat, Pool, King Beds & Game Ro