Holiday rentals with a fireplace in Oldsmar

The sleeping area features a cozy bed adorned with neutral-toned linens and decorative pillows. Three framed botanical prints are displayed on the wall above the bed. A bedside table with a lamp and a small potted plant is positioned next to the bed.

4.89 out of 5 average rating, 177 reviews

Private 1 Bed Apt with Pool and water front.

Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

4.9 out of 5 average rating, 124 reviews

The outdoor area features a heated pool with crystal-clear water, surrounded by a screened lanai. Comfortable lounge chairs are placed nearby, providing ideal spots for relaxation. Tropical plants enhance the space, framing a serene environment perfect for swimming and sunbathing.

Home in Palm Harbor

Heated Pool, 10 min to Beach, Close to Restaurants

Welcome to Turtle House! Perfectly situated in the heart of Palm Harbor lies this gem. Enjoy a completely renovated private heated pool, and with a quick and convenient access to US19 enjoy shopping, restaurants or local beaches. Perfect for families, couples, and anyone who needs the space to spend time together or enjoy some privacy for enjoyment and relaxation. 10% discount for Military, First Responders, Teachers, friends and family - book & message me, I'll apply the discount, that's it!

4.88 out of 5 average rating, 108 reviews

A spacious studio features a comfortable king bed with neutral bedding. An adjacent kitchenette includes modern appliances against a sleek backdrop. Decorative artwork is displayed on the walls, while a ceiling fan provides airflow. Light-colored flooring complements the bright, inviting atmosphere.

Guest suite in Tampa

#46 Stylish Villa Rosas Suite (King Bed)

Live large during your stay in Tampa, thanks to this sleek private studio! Cmplete with a Smart TV, kitchenette, full bathroom, breakfast table, and more. Spend your daylight shopping in WestShore Plaza, or catching up on tan lines at Ben T Davis Beach. Just 6 miles from Raymond James Stadium,10 miles to downtown Tampa, 7 miles to Midtown district & Hide Park. 20 miles from world famous Clearwater Beach be within minutes to everything Tampa Bay has to offer. Comfy dark Room with no windows...

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, 333 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.

4.99 out of 5 average rating, 143 reviews

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

Tropical Oasis Retreat w/ Heated Pool

Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round. We are pet friendly

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.

4.95 out of 5 average rating, 163 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

Guest house in St. Petersburg

4.97 out of 5 average rating, 186 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, 189 reviews

A serene pond is surrounded by tropical plants and lush greenery. Water lilies float on the surface, while a few decorative rocks enhance the natural ambiance. In the background, a private porch area is visible, complementing the tranquil outdoor setting.

Flat in Dunedin

Mermaid cottage

Cute little private vacation rental cottage poolside with a pond out front, great kitchen, plenty of space to kick back and relax, private front porch with a table and two chairs NOTE: If booking 28 days or more Please be advised this listing has a 45 DAY cancellation policy which is less strict than the airbnb cancellation policy that is listed , Airbnb will call and confirm that I honor this less punitive cancellation policy. All our units are non-smoking and vaping.

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, 224 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.

4.99 out of 5 average rating, 108 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!

4.83 out of 5 average rating, 257 reviews

A cozy sleeping area is presented with a spacious bed covered in a decorative quilt. A piece of wall art adds character, while natural light filters in through a small window. A mirror panel reflects the room's tranquil atmosphere.

Guest house in Tampa

Cozy Suite

Hermosa suite acogedora en la bahía de Tampa, con patio amplio y lindo jardín para disfrutar de momentos agradables e íntimos al aire Libre. Habitación acogedora y totalmente equipada para su disfrute. Baño con ducha dentro de la habitación. Cuenta con cocina totalmente equipada y refrigerador. También dispone de comedor y un espacio con escritorio y silla para trabajar. Dispone de Wifi en toda la habitación

Popular amenities for rentals with a fireplace in Oldsmar

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fireplace

Home in South Seminole Heights

A charming blue bungalow is showcased, featuring a welcoming front porch with decorative pillars. Lush greenery and tropical plants are present in the yard. A concrete pathway leads to the porch, framed by a neatly maintained lawn under a clear blue sky.

4.92 out of 5 average rating, 105 reviews

Spacious Historic 2/2 Seminole Heights Bungalow

4.95 out of 5 average rating, 58 reviews

Home in Clearwater

ClearwaterTranquility-SltPool/Golf/Theatre/Arcade

A neutral-toned living area features a comfortable sofa adorned with patterned cushions. A glass coffee table sits on a soft area rug, while abstract artwork is displayed prominently on the walls. The space opens towards a bright kitchen, visible through an adjoining doorway.

4.78 out of 5 average rating, 106 reviews

Charming house in Seminole Heighs close to Downton

4.87 out of 5 average rating, 68 reviews

Home in Palm Harbor

Valencia Manor, your Favorite Florida Pool Home!

4.86 out of 5 average rating, 232 reviews

A living room is seen featuring hardwood floors and natural light from large windows. A black sofa is positioned facing a circular glass coffee table on a patterned area rug. A decorative fireplace and a large wall-mounted TV are also present, along with a cozy chair.

Home in Seminole Heights

Historic & Cozy Bungalow by Downtown

A bright living area features a sleek kitchen with modern appliances and a dining space with five stools. A cozy sofa is positioned near a coffee table, while an electric fireplace adds warmth. A large screen is mounted on the wall, providing entertainment options.

4.88 out of 5 average rating, 88 reviews

°¤~Charming in-law suite #2 W/ private entrance~¤°

4.93 out of 5 average rating, 70 reviews

Home in Safety Harbor

Summer Escape – Pool, Downtown, Near Clearwater

5 out of 5 average rating, 72 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

Apartment rentals with a fireplace

4.94 out of 5 average rating, 53 reviews

A spacious studio apartment features an open layout with natural light filling the living area. A cozy bed is visible in the background, while a modern kitchen is equipped with essential appliances. A casual dining table and comfortable seating area enhance the inviting atmosphere.

Flat in Clearwater

Escape to Clearwater Beach!

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

A bright living area features a gray sectional sofa adorned with various blue throw pillows. A matching ottoman is positioned in front of the sofa. A wall-mounted TV is displayed above a white media console. A potted plant adds a touch of greenery near the door.

4.86 out of 5 average rating, 14 reviews

Flat Bay Dr

A tranquil evening view shows a pool surrounded by a white fence, with a palm tree nearby. The calm water reflects soft lights from the opposite shore, creating a serene atmosphere complemented by the night sky.

4.94 out of 5 average rating, 78 reviews

Spacious & Central Apart. at Egypt Lake

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

4.89 out of 5 average rating, 27 reviews

A cozy living area features two leather sofas adorned with fluffy pillows, positioned around a dark, rectangular coffee table. A large piece of abstract wall art complements the space. Natural light filters through vertical blinds, illuminating the soft area rug beneath.

Flat in Palm Harbor

1 Bed Condo on Lake Tarpon (2ND FL)

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.

4.91 out of 5 average rating, 75 reviews

Tampa Tropical-Saltwater Pool-10 Min to TPA

4.93 out of 5 average rating, 91 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.

Flat in Clearwater

Relaxing beach gateway

Villa rentals with a fireplace

4.95 out of 5 average rating, 22 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

4.62 out of 5 average rating, 151 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, 53 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, 99 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

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

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

4.9 out of 5 average rating, 40 reviews

Villa in Largo

6BR Waterfront • Heated Pool • Hot Tub • Game Room