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Holiday rentals in Bloomingdale

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Top-rated holiday rentals in Bloomingdale

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious living area features a green sectional sofa and a brown leather armchair, surrounded by a neutral area rug. A glass coffee table sits in front of the seating. The open kitchen with modern appliances is visible in the background, illuminated by overhead lighting.
Flat in Riverview
4.94 out of 5 average rating, 199 reviews

Stylish 3-bedroom loft in walkable Winthrop

This stylish, loft-style apartment is a perfect spot! It has 3 bedrooms, 2 full baths, a living room with a 55 in TV, and a pack-and-play. The unit is in Winthrop, a walkable small town in Riverview. It’s on the second story above cute shops (there is no elevator). It’s within 2-5 min walk to 7 restaurants, a Publix grocery, and more. It’s next to two popular event venues: Winthrop Barn Theater and The Regent. A great spot if you're attending events there. It's 15 minute drive to downtown Tampa.

Guest favourite
The living area is furnished with a gray sofa and a coffee table positioned on a textured area rug. A flat-screen television is mounted on the wall, while natural light filters through two windows, complemented by minimalist decor featuring a black and white art piece.
Guest house in Palmetto Beach
4.9 out of 5 average rating, 262 reviews

cute comfy & cozy 2nd Floor Guest Suite (Seashell)

Welcome to my 400sqf one bedroom second floor Mother-In-Law private guest suite. Its very cute and cozy. Once you come up the stairs, you will find a deck with outside sitting to enjoy the great Florida weather. Inside there is a full kitchen with everything you need to cook a meal and relax on the sofa and watch some streaming shows before heading to your even or wonder around ybor city or down town. My place is in a neighborhood about 1-4 miles from most of what Tampa has to offer.

Top guest favourite
A screened enclosure surrounds a swimming pool, providing a safe and serene environment. A large Grandfather Oak tree is visible prominently in the background, adding a natural element to the scene. The area is well-lit, inviting relaxation and enjoyment.
Guest house in Valrico
5 out of 5 average rating, 45 reviews

Little Art Under the Oaks

Nestled under a sea of Grandfather Oaks, this stand alone suite is your ticket to tranquility. Enjoy a king size bed, full bath, coffee bar, mini fridge and cozy nook for reading or watching TV. Roku guest access available for personal channel streaming and complimentary breakfast served daily in the main house. Pool, lanai and fire pit are just a few more of the perks this home oasis has to offer. So sit back, relax and forget about life for a while at Little Art Under the Oaks!

Top guest favourite
A cozy studio room features a large bed adorned with a patterned blanket. A wooden table and chairs are positioned nearby. A light blue rug with nautical themes covers the floor, while art and decorative items adorn the walls, creating a relaxed atmosphere.
Guest suite in Valrico
4.95 out of 5 average rating, 497 reviews

Cozy Corner Private Entry Suite Valrico-Brandon

Space for 2. Private studio, private entrance, parking in front. No smoking in studio. Big private shower w/softner, removable head, KING bed,color tv , cable ,wifi. Table big enough to be used for business, microwave, coffee maker, toaster, fridge, dresser, chest w/hanging storage and linens supplied. There is a sitting area outfront to smoke and relax. Added AC/Heater unit installed along with our main house standard central system unit for added comfort controlled by you

Top guest favourite
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.
Flat in Brandon
4.99 out of 5 average rating, 143 reviews

Paradise in Brandon with luxurious 6 person spa

Experience the essence of Florida in style — endless sunshine, warm breezes, and total relaxation. Indulge in our brand-new six-person spa, featuring the only custom hot tub, bar, and pergola in the area. Surrounded by lush tropical landscaping and enclosed by an eight-foot privacy fence, this private oasis offers the perfect escape. When you’re ready to explore, enjoy world-class golf courses, crystal-clear springs, and charming beach communities just a short drive away.

Guest favourite
The bedroom features a Queen bed with patterned bedding, accompanied by decorative pillows. A bedside table with a lamp stands next to the bed, and a full-length mirror reflects the space. Natural light enters through two curtains, adding to the room's brightness.
Guest suite in Clair Mel City
4.97 out of 5 average rating, 215 reviews

Enjoy this lovely suite

Enjoy this lovely private suite! Located minutes from Tampa’s Downtown,Ybor City and Busch Gardens. The Space includes: -Keypad entry -Private A/C -Free parking -TV in bedroom -Fresh Towels/Linens -Free WiFi -Outdoor Dinning Area -Private Patio -Hair Dryer,Iron & Ironing board -First Aid Kit -Fire extinguisher -No kitchen FYI- This entire guest suite is attached to a home, complete privacy provided with a private entrance, parking, and private outdoor patio.

Guest favourite
An open concept kitchen and living area features a wooden dining table and modern appliances. A doorway leads to a bedroom, while a wall-mounted television is visible nearby. Natural light fills the space through the windows, highlighting the wood flooring and neutral color palette.
Flat in Brandon
4.98 out of 5 average rating, 257 reviews

Lovely & Wonderful apartment in the 💖of Brandon!

Relax at this peacful and cozy apartment located in the heart of Brandon, Valrico and Riverview area. Totally remodeled and featuring brand new furnitures , appliances, beds and more. The apartment has two bedrooms and two queen beds, and an open concept kitchen / living room , and it is also independent with and outside area where you can relax and enjoy the Florida weather. It has its own new drive ways. You would love it!

Guest favourite
A serene lakeside view is captured at sunset, showcasing the sun's warm rays reflecting off the water. Lush green grass and shrubbery frame the foreground, while tall trees line the shoreline, creating a peaceful natural setting.
Guest suite in Riverview
4.91 out of 5 average rating, 141 reviews

Lakeview suite - 35 min to Airport, 16 mn to beach

Come enjoy our water view suite!! We're centrally located 35 minutes to the airport/Tampa city limits, 16 minutes to apollo beach, 45 to 50 minutes to Sarasota or St. Peterburg (all these are est. without traffic). We are family orientated because we have a family ourselves - toys, and kids' strollers are available. Wifi and a table to do your work with a view of our lake are available. Come enjoy Tampa!

Top guest favourite
A two-story house is set among lush greenery, featuring a welcoming porch with black railings. Vibrant pink flowers hang from a planter, adding a touch of color. The open space underneath the house provides parking options, surrounded by trees and landscaped grounds.
Home in Plant City
4.98 out of 5 average rating, 581 reviews

The Strawberry Field Stilt House

555 square foot house overlooking 30 acres of strawberry fields and trees. Extra guest fee is $20 per person per night after 2. Dogs are allowed with pre-approval. NO cats allowed. There is a $100 pet cleaning fee. Yes you will have the house to yourself. I stay in another house on the same property so I’ll generally be around if you have any questions or issues.

Guest favourite
The exterior of a single-story home is featured, set on a lush green lawn. A large tree provides shade in the front yard. The driveway leads to a two-car garage, and the surrounding area consists of well-kept lawns and houses, contributing to a peaceful atmosphere.
Home in Brandon
4.83 out of 5 average rating, 270 reviews

Tampa Bay Area

Beautiful home on QUIET dead-end street in Brandon with spacious screened in LANAI. Sectional COUCH has been added per recommendations from previous guests. Minutes from all daily needs/restaurants/Mall. CASINO-13 mi.; DT Tampa/YBOR City-14 mi.; Airport-24 mi.; USF/Busch Gardens-20 mi.; Gulf Beaches 40 mi.; Disney World 65 mi. WIFI

Guest favourite
Flat in Brandon
4.97 out of 5 average rating, 115 reviews

Centrally Located Studio, Private Patio, Sleeps 3

Studio apartment: Sleeps 3. Near major highways, beaches, Busch Gardens, & universities. Hospitals and Tampa airport within 30 minutes. This studio boasts a queen bed, a custom-made twin-size Murphy bed, a kitchenette, a table/workstation and a private outdoor patio. Designated parking and keypad entry.

Top guest favourite
A cozy sleeping area features a spacious bed with neatly arranged white linens. A small bedside table holds a potted plant, accompanied by a wall-mounted light that provides soft illumination. The room is painted in muted tones, enhancing a calm atmosphere.
Guest suite in Providence Lakes
4.94 out of 5 average rating, 147 reviews

Private guest suite in central Brandon location

Our place is in Providence Lakes, a very quiet neighborhood and near many attractions in Tampa, including their beaches, parks, malls and the airport. Whether you are looking for a comfortable workspace or just in the area visiting, you found the right place.

Popular amenities for Bloomingdale holiday rentals

When is the best time to visit Bloomingdale?

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Frequently Asked Questions

  • Do house rentals in Bloomingdale have free parking?

    Absolutely! We offer over 50 house rentals with free parking in Bloomingdale. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Bloomingdale have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Bloomingdale. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Bloomingdale?

    Four-legged friends are welcome in Bloomingdale. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in guesthouse rentals in Bloomingdale?

    Experience the best of Bloomingdale with our guesthouse rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Bloomingdale?

    Make yourself at home in Bloomingdale by choosing from our most frequently booked neighborhoods. We have over 460 vacation rentals in Canterbury Oaks, and over 310 vacation rentals in Riverglen of Brandon.

  • Do house rentals in Bloomingdale have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Bloomingdale. Enjoy a tailored experience with all the comforts you desire.

  • Are there Bloomingdale vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Bloomingdale, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Bloomingdale?

    Bloomingdale has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Bloomingdale?

    Yes! Work meets play with ease at over 50 vacation rentals in Bloomingdale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Bloomingdale have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Bloomingdale. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Bloomingdale

  • Total holiday rentals

    Explore 80 holiday rentals in Bloomingdale

  • Nightly prices starting at

    Bloomingdale holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 3,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    80 of Bloomingdale holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bloomingdale rentals

  • 4.8 Average rating

    Bloomingdale stays are highly rated by guests – averaging 4.8 out of 5!