Holiday rentals with a fireplace in Oldsmar

5 out of 5 average rating, 76 reviews

An outdoor space is showcased, featuring a manicured lawn bordered by pathways and illuminated by string lights. A screened patio encloses a heated spa pool, while lounge chairs are positioned nearby, creating a welcoming area for relaxation and enjoyment.

Home in Clearwater

Luxury Clearwater Home • Heated Pool + Near Beach

Retreat to our Clearwater oasis, just 10 mins from Honeymoon Island, 25 mins to Clearwater Beach and Tampa. Relax in your private mini beach area, heated pool, and yard games in the backyard. Inside, enjoy luxury furnishings, a plush king bed, jacuzzi tub, and modern smart home comforts. EV charging and a fully equipped kitchen make every stay convenient. Parks and shopping are just a mile away. Paddle boards, bikes, and beach essentials are included for your beach day. Reserve your stay today!

A well-lit bedroom features a spacious bed layered with a white comforter. A light-colored dresser is positioned against the wall opposite, along with a flat-screen TV. Natural light filters through a large window, adorned with sheer curtains that gently frame the view outside.

4.96 out of 5 average rating, 345 reviews

Cottage in the heart of Tampa close to everything

Centrally located, safe & desirable neighborhood by Hillsborough River. Corner lot, Free covered parking, easy self checkin, Bohemian style decor & vibe, stocked kitchen, SMART TVs, Laundry Rm, Fireplace. Outside Fire Pit, Picnic Table w/BBQ Grill, Hammock. Close to Lowry Park Zoo, Downtown/Convention Center, Riverwalk, Armature Works, Ybor City, Busch Gardens, Hyde Pk, Midtown, Airport, Beaches & More. Perfect for Vacation, Romantic Getaways, Family Visits, Concerts, Hockey/Football, & Work.

4.81 out of 5 average rating, 132 reviews

A modern living area features a plush blue sofa adorned with decorative pillows and a cozy throw. A circular dining table sits near the glass doors, which provide access to a balcony. Natural light brightens the space, complemented by soft-toned artwork on the wall.

Condo in Tampa

Breezy Balcony Bliss–Stunning Ocean & Sunset Views

Welcome to your ideal Tampa Bay retreat! Our tropical paradise offers the perfect blend of luxury and relaxation, featuring a wide range of exceptional amenities, you'll discover everything you need for an unforgettable vacation, from the poolside bar to the exciting volleyball court. Unwind in style as you take in the breathtaking views of Tampa Bay from the comfort of your private suite. Soak up the sun by our heated pool or relax in the cozy tiki huts. Great ocean views from your balcony!

4.96 out of 5 average rating, 136 reviews

Home in Largo

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

5 out of 5 average rating, 5 reviews

A spacious living area is highlighted by a large wall-mounted television displaying vibrant underwater scenes. Two tall planters with decorative branches frame the television. A modern entertainment unit holds an electric fireplace, while a round coffee table sits at the center of the cozy seating arrangement.

Home in Palm Harbor

2 Bed 2 Bath Remodeled House Palm Harbor

M&L Vacation Rentals - We care about your safety! We clean and disinfect EVERY home before you arrive, and due to the coronavirus, we have added UV Disinfection, which uses special ultraviolet light to sanitize and kill germs. We use the same equipment and standards as schools, commercial kitchens, and hospitals, so you can be sure your rental is safe for you and your family! There is no price that can be put on peace of mind and the safety of your family while enjoying the luxury unit.

4.95 out of 5 average rating, 166 reviews

The exterior of The Barn is showcased, featuring two levels with a spacious porch area. White chairs are arranged outside under the shade of large trees. A hammock is draped between two trees, and parked vehicles are visible nearby. The setting is spacious and surrounded by greenery.

Barn in Tampa

The Barn at La Escondida - Peaceful and Beautiful

Conveniently located 1 mile from I-275 which takes you north- south Suited for Business Travelers Close to USF 4 acres of land with big beautiful trees and farm atmosphere. Second floor of The Barn has been remodeled and adequately furnished. AMENITIES Queen bed A/C /Fireplace Private bathroom hairdryer Refrigerator Microwave Rice Cooker Electric Skillet Electric Burner Foreman Grill Coffee pot Dishes - Silverware flat-screen TV and Roku Wi-Fi Washer Dryer Iron/ ironing board

4.94 out of 5 average rating, 135 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, 167 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

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

4.92 out of 5 average rating, 225 reviews

Rooms with a Pool

Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

Guesthouse in Twin Branch Acres

A screened-in pool area is highlighted by clear blue water and a unicorn float. Surrounding greenery adds a natural touch, while shaded seating is positioned on the deck. Sunlight filters through the enclosure, creating a bright, inviting space for relaxation and leisure.

4.99 out of 5 average rating, 92 reviews

Cottage in Paradise.

Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee to the bay or beaches.) I live in the main house and here to assist you with the best possible vacation, while giving you plenty of privacy. PLEASE READ THE ENTIRE LISTING before booking.

4.96 out of 5 average rating, 114 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. Kayak, paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

4.95 out of 5 average rating, 110 reviews

A spacious screened-in patio features comfortable seating arrangements with wicker armchairs, designed for relaxation. A circular table sits at the center, accompanied by a fire pit. The saltwater pool glistens in the background, surrounded by tropical greenery and ample natural light.

Home in Palm Harbor

FREE Heated Pool & Spa l Book your Winter Vacation

Bring the whole family to paradise with plenty of room for fun! Enjoy a private heated saltwater pool 💦, nearby beaches 🏖️, and all the space you need in this 5-bedroom home 🏡. Enjoy amenities and games galore 🎯🎲! 📍 **Nearby Beaches:** 🌊 Crystal Beach – 10 min 🌴 Honeymoon Beach – 13 min 🌅 Sunset Beach – 20 min ☀️ Clearwater – 30 min *⚠️ Pool & spa are saltwater and heatable—pool up to 80°F, spa up to 104°F. Temps may vary due to weather.*

Popular amenities for Oldsmar Accommodation with Fireplace

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fireplace

5 out of 5 average rating, 24 reviews

A private heated pool features a connected spa area, both surrounded by a paved patio with comfortable seating. A waterfall element adds a tranquil touch, while the screened enclosure allows for sun and fresh air in the inviting outdoor space.

Home in Safety Harbor

Lazy Lizard Villa! With Heated Pool/Spa/ Waterfall

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.

4.99 out of 5 average rating, 123 reviews

Hacienda Hideaway w/ heated pool

4.95 out of 5 average rating, 40 reviews

A serene backyard oasis is presented, featuring a circular stone patio surrounded by lush tropical plants. A cozy seating area with a fire pit is visible, along with a tall blue umbrella offering shade. The view extends to a calm waterway, bordered by trees.

Home in Ozona

Casa Del Sole

A tranquil outdoor space is highlighted by a renovated salt-water pool surrounded by paver stones. Seating is available beneath a vibrant red umbrella, with lush greenery in the foreground providing a natural framing of the scene.

4.88 out of 5 average rating, 41 reviews

23% off! Eco Lake Magdalene - Pool House

A heated swimming pool is surrounded by a covered patio. A dark wicker seating area is visible next to the pool, along with a grill and an outdoor projector displaying an image on a wall. String lights create a soft illumination around the space.

4.94 out of 5 average rating, 135 reviews

Cozy Tampa Home with Large Heated Pool

4.93 out of 5 average rating, 70 reviews

Home in Safety Harbor

Summer Escape – Pool, Downtown, Near Clearwater

A dining area is featured with a dark wooden table surrounded by four light-colored chairs. A large artwork depicting a beach scene is mounted on the wall, complemented by ambient lighting. Doorways leading to other rooms are visible, enhancing the space's openness.

4.89 out of 5 average rating, 64 reviews

your home close to everything

Home in South Seminole Heights

A spacious backyard features a fire pit surrounded by comfortable seating with striped cushions. Warm string lights illuminate the area, highlighting a deck that leads to a grill and dining space in the background, set amidst lush greenery.

4.94 out of 5 average rating, 127 reviews

Havana Heights - Fire Pit, Golf, Prime Location!

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.

Apartment in Clearwater

Fantastic Condo at Avalon - Fully Renovated

4.99 out of 5 average rating, 146 reviews

This outdoor space features a large spa surrounded by tropical plants and private fencing. The area includes a pergola offering shade, with comfortable seating arranged nearby. A grill can also be seen, set against the backdrop of a bright blue sky punctuated by fluffy white clouds.

Apartment in Brandon

Paradise in Brandon with luxurious 6 person spa

4.9 out of 5 average rating, 78 reviews

A large heated saltwater pool is framed by tropical palm trees and multiple lounge chairs. The building in the background features beige walls and large windows, creating a welcoming atmosphere. Umbrella-covered tables are visible to one side, providing shaded seating options.

Apartment in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

4.94 out of 5 average rating, 99 reviews

A spacious bedroom features a plush king bed with a light-colored blanket and two dark nightstands on either side. Vertical windows offer natural light, while neutral gray walls and wood flooring create a calm atmosphere.

Apartment in Clearwater

Relaxing beach gateway

Apartment in Treasure Island

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.

4.82 out of 5 average rating, 181 reviews

COZY BEACH HOUSE 2 BEDROOM

5 out of 5 average rating, 44 reviews

The cozy living area is visible, featuring a comfortable dark fabric sofa positioned near a large flat-screen TV. A light-colored kitchen bar with stools is seen in the background, and natural light pours in through sliding glass doors leading to the outside.

Apartment in Palm Harbor

Innisbrook Golf Resort Condo (M)

4.93 out of 5 average rating, 120 reviews

The bedroom features a tufted headboard with decorative buttons, flanked by two nightstands equipped with modern lamps. A spacious bed is dressed in yellow and orange bedding, complemented by a red throw draped at the foot. Natural light filters in through the window adorned with grey curtains.

Apartment in Zephyrhills

Lovely 2-bedroom With a Forest Theme Oasis.

Apartment in St. Petersburg

4.88 out of 5 average rating, 327 reviews

Island Palm*hotel style suite*only 5 miles 2 beach

Villas with a fireplace

4.96 out of 5 average rating, 26 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

4.91 out of 5 average rating, 32 reviews

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.

Villa in St. Petersburg

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

4.61 out of 5 average rating, 153 reviews

A decorative white vase with a textured surface holds vibrant green ferns. The arrangement is positioned on a wooden coffee table in a cozy living area, which features a neutral couch and woven wall art in the background.

Villa in New Port Richey

ENJOY FLORIDA

4.98 out of 5 average rating, 56 reviews

A heated pool and spa are illuminated by warm outdoor string lights in the evening. The pool area features a red umbrella-covered table and chairs, along with lounge seating arranged on a brick patio surrounded by greenery.

Villa in Davis Islands

Mediterranean Villa w/ Beautiful Heated Pool/Spa

4.83 out of 5 average rating, 100 reviews

An indoor pool is centrally located, surrounded by a tiled patio and a sculpture positioned on the edge. Large windows allow natural light to fill the space, revealing a view of the adjacent dining and kitchen areas. A second level overhangs the pool area.

Villa in Paradise Lakes

Leithen Lodge Is Like a Scottish Castle in N Tampa

4.95 out of 5 average rating, 40 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

4.96 out of 5 average rating, 131 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