Kid-friendly vacation rentals in Oldsmar

Guesthouse in Palm Harbor

A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.

4.9 out of 5 average rating, 141 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

4.98 out of 5 average rating, 112 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

A studio apartment features a spacious bed adorned with a floral-patterned blanket. A small table is placed in front of the bed, accompanied by decorative items. A kitchenette is visible with sleek cabinetry and modern appliances, and a window provides natural light.

4.85 out of 5 average rating, 184 reviews

California

Hi there , this beautiful studio apartment is a very romantic and peaceful place to stay., very central in one of the best areas in Tampa , also near Tampa internacional airpor, Publix , Walmart a few minutes away. The apartment has also a Murphy bed and a laundry both locked for a an extra charge (AS REQUEST FOR AN EXTRA CHARGE), So if you want to have a real good time in a comfortable studio apartment this is the place to stay -Second bed- 30 per day - Landry- ——$ 20

A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.

4.96 out of 5 average rating, 219 reviews

Soothing Breeze

This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

4.96 out of 5 average rating, 103 reviews

A bright studio features a spacious bed with navy bedding and a light-colored headboard. A kitchenette is visible in the corner, equipped with a refrigerator and microwave. A small desk and chair are positioned nearby. A ceiling fan provides additional comfort.

Guest suite in Tampa

Studio with private entrance and bathroom

A private studio attached to a home. Has its own private entrance. And will feel like you're in hotel room. Located in the heart of Tampa! 15-20 minutes to downtown or the airport, and about 30-45 minutes to Clearwater beach. Also within a 5 mile radius of USF, Busch Gardens, and the Moffit Center. You have 1 free parking space to go along with it in the driveway. Extra fee for Early check in and beach equipment if needed.

A shaded outdoor area features a vibrant red floor, bordered by potted plants. A white door leads to the interior, while a small round table and two chairs offer seating under the canopy. Decorative elements, such as a wall-mounted planter, add charm to the space.

4.84 out of 5 average rating, 640 reviews

Private Studio Close to Airport

Fantastic location in the Sunshine State! All the benefits of a private suite at a single-room rate. This suite features a queen size bed, full bath, kitchenette, closet and work desk. Located 10min from the Tampa Airport- 15min from Downtown- 30min from Clearwater Beach- 30min from Bush Gardens & Adventure Island- 20min to cruise terminal. Centrally located to all Tampa attractions. Three malls. movies, restaurants.

4.86 out of 5 average rating, 212 reviews

A well-appointed bedroom features a spacious bed with a gray quilt and decorative pillow. Soft curtains frame the light-colored walls, and an air conditioning unit is mounted above. A bedside table with a lamp complements the modern design, while colorful lighting illuminates the bed's base.

Guest suite in Tampa

The Rose in Tampa bay

To complete your reservation, you must have a valid profile photo. If not, the host will ask for your license upon arrival. Additionally, please register the second person who will be accompanying you. ……….. Para completar su reservación, debe tener una foto de perfil válida. Si no la tiene, el anfitrión pedirá su licencia al llegar. Además, registre a la segunda persona que lo acompañará.

4.86 out of 5 average rating, 100 reviews

A spacious living area features light wood flooring and neutral wall colors, complemented by large windows that allow natural light. White furniture, including sofas and a glass coffee table, complements a decorative chair and a nearby entertainment unit.

Home in Oldsmar

Private In-Law Suite with Beautiful Bay View

This is not just a room. It is a beautiful and generous suite with your private living room over looking the old Tampa Bay. In the morning, you can enjoy your coffee while listening to birds singing; in the evening, you can enjoy the sunset on your dinner table. It is minutes from parks, from shopping centers, 15 minutes from beach, and 25 minutes from the airport.

4.96 out of 5 average rating, 297 reviews

The charming cottage features a bright yellow front door, flanked by potted plants. A welcoming porch is screened with white framing. The well-maintained yard is adorned with manicured grass and a path leading to the entrance, with a white picket fence visible in the background.

Cottage in Oldsmar

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants .This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Oldsmar kid-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Kid-friendly house rentals

A spacious sleeping area features a dark bedframe with a decorative blue and white patterned comforter. A well-equipped kitchenette is visible, showcasing modern appliances and a stylish bar area with two stools. Natural light illuminates the room, highlighting clean, neutral tones.

4.69 out of 5 average rating, 231 reviews

Tampa Bay Cozy apartment

ManuelRating, 5 stars1 week ago

Place was just like the pictures and descriptions definitely I will be back soon

5 out of 5 average rating, 12 reviews

A selection of woven storage baskets is displayed on a countertop, featuring neatly arranged napkins and two water bottles. A decorative sign reading 'HOME SWEET HOME' adds a personal touch to the arrangement, blending function with a welcoming aesthetic.

Home in Palm Harbor

Palm Harbor Renovated Hideaway!

CherisseRating, 5 stars2 weeks ago

Great location. A quick 35 min ride into Tampa or St Pete. Great host

4.86 out of 5 average rating, 22 reviews

Aerial view captures lush greenery surrounding the property, with various trees and plants creating a natural landscape. In the distance, the water of upper Tampa Bay can be seen, complementing the serene setting. The neighborhood features multiple residential homes nestled among the trees.

Home in Oldsmar

Walk to the water from this pet friendly home!

DavidRating, 5 stars1 week ago

beautiful space. surrounded by beautiful nature. quiet. lots of light with the skylights. gorgeous remodeled bathroom. if you need a quiet respite for your trip, this is the spot. thank you!

A narrow outdoor space is lined by white fencing, featuring two black metal chairs with colorful cushions positioned on a gray brick path. Soft lighting is provided by string lights overhead, creating an inviting atmosphere. A small potted plant is situated between the chairs.

4.95 out of 5 average rating, 57 reviews

Hermoso de en Tampa

NestorRating, 5 stars3 weeks ago

Excellent stay. For us the location was perfect. The place is nice and clean. The host is very friendly and helpful.

A well-appointed sleeping area showcases a spacious bed with neutral bedding and decorative pillows. A bright yellow accent chair enhances the room, while a mirror reflects the stylish decor. Vertical blinds allow natural light to filter in, creating a warm ambiance.

4.85 out of 5 average rating, 26 reviews

Mari’s Cozy Getaway

AleighaRating, 5 stars2 weeks ago

I had a great stay, definitely quiet! Would stay here again, was very close too where I needed too go and everywhere was 7-10 minutes away! Definitely recommend

A private entrance is presented with a white door featuring a decorative oval window. Nearby, a concrete pathway leads to a small grassy area. A white fence borders the entrance, creating a welcoming outdoor space.

4.88 out of 5 average rating, 147 reviews

Comfort 2-bedroom Apartment.

NathanielRating, 5 stars2 weeks ago

My business partner and I needed a place for one night after a late flight into TPA. This place was perfect. Self check-in, spotless, thoughtful drinks in the fridge, soap, shampoo, etc. Just what we needed after a long day of travel!

5 out of 5 average rating, 12 reviews

A winding driveway leads up to a modern home nestled among lush landscaping. Towering oak trees create shade, and manicured greenery enhances the sense of privacy. The expansive grounds are tranquil, inviting visitors to explore the serene outdoor environment.

Home in Oldsmar

Luxury Modern Retreat I Spacious, Private & Serene

MandyRating, 5 stars1 month ago

Absolutely amazing home!!!! One of the coolest Airbnbs that I’ve stayed. Extremely clean, comfortable beds, had everything that we needed. The screened in porch was so peaceful. We will definitely stay again in when the area.

5 out of 5 average rating, 5 reviews

The exterior of a bright blue house features a welcoming front door with a small porch. Lush green grass and neatly arranged stone landscaping frame the entrance. Large windows allow natural light to filter into the living space.

Home in Port Richey

Port Richey Vacation Rental 10

WileyRating, 5 stars5 days ago

Our host went beyond the call of duty to return to us some important papers we inadvertently left at the home. She was always quick to respond to our needs. Highly recommend.

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Kid-friendly apartment rentals

4.99 out of 5 average rating, 178 reviews

The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.

Apartment in Clearwater

Welcome to your cozy studio!

LanceRating, 5 stars1 day ago

Perfect place for an individual or couple. Very clean and well thought out. Nice neighborhood with parks and bike trails nearby. I could bike to my mom’s on just the bike trails. The host is very friendly and helpful. And the neighborhood has wild peacocks that are fun to watch.

A cozy bedroom features a large bed dressed in a colorful quilt, complemented by matching bedside lamps on wooden nightstands. A mirrored closet reflects the warm orange walls, enhancing the spacious feel. A desk with a chair is positioned nearby, offering a functional workspace.

4.84 out of 5 average rating, 1,165 reviews

Private Apartment near the airport

KarlaRating, 5 stars4 days ago

This was a wonderful apartment and perfect for my sister and I. Everything was clean and felt like home. I love the private entrance and definitely felt safe! It’s conveniently located near 275, the airport, stadium and Tampa hot spots. Communication and instructions were very clear from the start! This is exactly what we were hoping for and couldn’t be happier. We will definitely be back! Thank you Isisley!

A single-story home is presented, featuring a light grey exterior and a brown shingled roof. Two black chairs are positioned on the porch by the front entrance. A white car is parked on the driveway, surrounded by a small palm tree and concrete flooring.

4.91 out of 5 average rating, 308 reviews

cozy small apartment in the middle of tampa

Nataly GabrielaRating, 5 stars1 week ago

This is my second time in Tampa, and I knew I had to book here again. The place it’s as shown, everything clean, the A/C it’s wonderful and the bed it’s confy. I like it how it’s close to everything, the supermarket, cvs, etc. Definetely i will stay here for my next trips.

A cozy studio features a spacious bed adorned with light bedding and decorative pillows. A small kitchenette is adjacent, with essential appliances and seating for two. A potted plant adds a touch of greenery, while a bathroom is visible in the background.

4.92 out of 5 average rating, 246 reviews

Happy Place

FrankRating, 5 stars3 days ago

Comfortable stay. Peaceful and relaxing. Thank you Anaisa.

A well-appointed bedroom features a spacious bed with crisp white sheets and a contemporary headboard. Nightstands with lamps are positioned on either side, while a large artwork piece hangs above the bed. The room's floor is adorned with elegant marble tiles, enhancing the overall aesthetic.

4.98 out of 5 average rating, 289 reviews

Northdale Apartment

MonicaRating, 5 stars1 week ago

amazing place. a little far from the airport but definitely a great place to stay with all the amenities they offer.

A cozy sleeping area features a spacious bed adorned with a floral patterned blanket. A desk and chair set is positioned nearby, along with a lamp providing soft illumination. A piece of coastal artwork hangs above the bed, enhancing the serene ambiance.

4.93 out of 5 average rating, 118 reviews

Corner Bay Apartment

CobaRating, 5 stars2 weeks ago

Clean, good communication, and overall great stay.

A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.

4.85 out of 5 average rating, 165 reviews

Private apartment perfectly located in Citrus park

KatieRating, 5 stars2 weeks ago

Great place to stay! I have this book marked for our next time in Tampa. It was just what we needed

A cozy bedroom features a wooden bed frame with a floral-patterned comforter, complemented by matching bedside tables. A lamp provides soft lighting beside the bed, while an air conditioning unit is mounted on the wall. A framed artwork adds a decorative touch to the room.

4.89 out of 5 average rating, 269 reviews

MarreroVilla Paraíso

TerryRating, 5 stars2 weeks ago

One of my favorite stays in the area. It's peaceful, clean, and dhad everything you will need to have a comfortable stay. They have added certain amenities that make your stay here so great as they continue to be amazing hosts. As long as I can book this location when available I will continue to do so.

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Kid-friendly condo rentals

4.97 out of 5 average rating, 159 reviews

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

Condo in Tampa

Tiki Themed Waterfront Condo on Tampa Bay

JenniferRating, 5 stars3 days ago

Even better in person than the photos. Was blown away at theming. Great communication throughout. Very convenient location for event and awesome views.

4.9 out of 5 average rating, 203 reviews

A resort-style pool is situated within a gated community, featuring clear blue water and a gently curving shape. Surrounding the pool are lounge chairs, a shaded seating area, and lush landscaping with palm trees, enhancing the tranquil setting.

Condo in Clearwater

Very cozy quality condo close to Clearwater Beach

KarenRating, 5 stars3 weeks ago

The condo was wonderful - spacious, spotless and super quiet which made for a relaxing stay. I liked having a washer and dryer, dishwasher and beach supplies. Marta was a thoughtful and responsive host who checked in on me during my stay, which I appreciated.

4.82 out of 5 average rating, 196 reviews

A serene waterfront area features wooden decking alongside dark water, surrounded by lush palm trees and greenery. A small bench is situated on the deck, providing a peaceful spot to relax and enjoy the tranquil lake views.

Condo in Palm Harbor

Lakeside 2- Bed Apartment Near Clearwater Beaches

BobbieRating, 5 stars6 days ago

Beautiful condo. Comfortable beds. Great restaurants near by. Beautiful beaches near by. The swimming pool was clean and the kids really enjoyed it. Would definitely stay again.

4.95 out of 5 average rating, 118 reviews

An exterior view of a yellow condo building is depicted, featuring palm trees and shrubs. A pathway leads to a private entrance, while large windows allow ample natural light. The surrounding landscaping creates a welcoming atmosphere in the gated community.

Condo in Clearwater

Bright and Spacious 1Bed/1Bath condo.

Jo AnnRating, 5 stars1 month ago

Daniel‘s condo was the perfect little stay for us. It is quiet and private. The people at the pool were so friendly. It’s one of the most comfortable beds in the world. We found a very nice authentic restaurant Mexican close by and shopping was within walking distance. The condo was neat and clean and had everything we needed.

4.95 out of 5 average rating, 302 reviews

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

Condo in Tampa

Modern Waterfront Condo - Captivating Sunset Views

KateRating, 5 stars3 days ago

Rosana was an excellent host- very responsive, kind, and accommodating. Fun location on the bay with a great view, pool with towel service, and bar/grill with great burgers. Fire pit on the little beach at night with great view of sunset. The unit is in a quiet location within the complex with a view of the beach and bay. The trade-off is that the unit is a bit far from the elevator (though close to stairs). Great experience overall.

4.97 out of 5 average rating, 125 reviews

A spacious living area features a comfortable beige couch and a plush armchair. Natural light fills the space through large glass sliding doors leading to a balcony overlooking greenery. A wall-mounted TV and a small dining table with stools are also present, enhancing the welcoming environment.

Condo in Palm Harbor

Newly Remodeled Condo In The Heart Of Innisbrook

PatrickRating, 5 stars2 weeks ago

Our stay at Alan's place was absolutely fantastic! Alan was incredibly responsive and helpful. The condo was perfect for our weekend golf tournament. We had a wonderful time and would definitely recommend this place to others!

4.84 out of 5 average rating, 129 reviews

A living area is shown featuring a dark blue sectional sofa, accompanied by a wooden coffee table. Natural light enters through a window adorned with sheer curtains. A floor lamp provides additional light beside the sofa, while wall art adds a touch of color.

Condo in Dunedin

Charming Condo next to Honeymoon Island

WendyRating, 5 stars1 month ago

My friends and I had a fabulous getaway. Spent the first day on Honeymoon Island, ventured to nearby Dunedin and Tarpon Springs the other day dues to weather. But we enjoyed our stay very much and would definitely return!