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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Top guest favourite
Guest suite in Valrico
4.95 out of 5 average rating, 524 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
An aerial view showcases the property nestled among lush greenery along the Alafia River. A spacious yard is bordered by trees, and a covered pool area is visible. The river reflects the surrounding landscape, contributing to the tranquil setting of the retreat.
Guest suite in Riverview
4.99 out of 5 average rating, 158 reviews

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

Guest favourite
Flat in Riverview
4.93 out of 5 average rating, 109 reviews

Cozy Luxury Apartment

Apartment with private entrance, new and modern in a beautiful and quiet neighborhood. This place is strategically located 15 miles from Tampa, close to Sarasota, Clearwater, Orlando and all major highways, restaurants and shopping centers. The Florida Aquarium, Zoo, Bush Garden, Adventure Island, Dinosaur World, many beaches around. Enjoy and relax. We have KeKe's Breakfast Cafe very close for a delicious breakfast, Ace Golf 3 minutes away and much more!.

Top guest favourite
Guest suite in Valrico
5 out of 5 average rating, 57 reviews

Art Under the Oaks Bed and Breakfast

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. Lanai, pool* and fire pit are just a few of the perks this home oasis has to offer. *Pool is available May through September.

Top guest favourite
A small red cabin features a welcoming front porch, with two black chairs positioned beside a potted plant. A white door provides access, and a welcome mat lays at the entrance. Grass surrounds the structure, under a clear blue sky.
Tiny home in Riverview
4.93 out of 5 average rating, 102 reviews

Mini Cozy Cottage

Este lugar memorable es donde pueden relajarse ,tenemos muchas diversion alrededor como las playas principalmente una de ella es en Sarasota Anna Maria, y les queda cerca a 6 millas un Tiki Docks River Bar donde pueden difrutar en pareja ,donde se quedan es una casita pequena que esta ubicada en el patio de la casa principal.Este lugar es privado y independiente y por favor no tirar papeles en el toilet para evitar tupicion gracias .

Top 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, 285 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
4.92 out of 5 average rating, 155 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. High speed Wifi and a table to do your work with a view of our lake are available. Come enjoy Tampa!

Top guest favourite
Guest suite in Riverview
5 out of 5 average rating, 78 reviews

Privacy and comfort await you in this studio suite

GREAT LOCATION" BOYETTE RD BETWEEN 301ST AVE AND BELL SHOALS "RIVERVIEW FLORIDA" Welcome to your cozy private retreat. This charming studio suite with full bathroom, equipped kitchen and separate entrance is located in a quiet and pleasant neighborhood, perfect for a relaxing getaway, business, and long or short vacation seasons. Enjoy the comfort of a cozy space, queen size bed to enjoy a restful nights⚘️

Guest favourite
A bright living space is presented with a blue couch and two black armchairs arranged around a wooden dining table. A flat-screen TV is mounted on the wall, and a kitchenette is visible, featuring blue cabinetry and a light marble backsplash.
Flat in Valrico
4.98 out of 5 average rating, 48 reviews

Quiet Modern 1BR | Brandon Area | W/D

Modern and private 1BR retreat in the quiet Valrico/Brandon area. Ideal for traveling nurses, professionals, and extended stays. Features private entrance with keyless check-in, fast WiFi, Smart TV, dedicated workspace, full kitchen, and in-unit washer and dryer. Peaceful residential setting with backyard access, free parking, and quick access to Brandon Hospital, shopping, dining, and 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, 611 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, 278 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

Top guest favourite
The exterior of a transformed school bus is displayed in a garden setting, surrounded by greenery. Warm lights illuminate the entrance, which features a wooden deck with seating. A stone path leads to the bus, enhancing the natural ambience of the private outdoor area.
Tiny home in Palmetto Beach
4.97 out of 5 average rating, 117 reviews

Cozy AF Medusa the Bus-Lux

Welcome to the Cozy AF Medusa: The Bus Lux! This one-of-a-kind school bus has been transformed into a luxurious tiny house, handcrafted with custom 3D-printed designs and Medusa-inspired decor. Every corner has been thoughtfully designed to tell a story, making your stay as immersive as it is unforgettable.

Popular amenities for Bloomingdale holiday rentals

When is the best time to visit Bloomingdale?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Bloomingdale?

    Bloomingdale has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • Are there pet-friendly house rentals in Bloomingdale?

    Four-legged friends are welcome in Bloomingdale. Choose from more than 10 house rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 30 house rentals in Bloomingdale featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Bloomingdale house rentals on Airbnb with pools?

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

  • Where should I stay in Bloomingdale?

    Make yourself at home in Bloomingdale by choosing from our most frequently booked neighborhoods. We have over 470 vacation rentals in Canterbury Oaks, over 690 vacation rentals in Bloomingdale, and over 330 vacation rentals in Riverglen of Brandon.

  • Do guesthouse rentals in Bloomingdale have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Bloomingdale. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • Do guesthouse rentals in Bloomingdale have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Bloomingdale. Enjoy a tailored experience with all the comforts you desire.

  • 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.

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 $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,230 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!