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, 221 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.

Top guest favourite
Home in Riverview
4.97 out of 5 average rating, 170 reviews

Beautiful Waterfront Home on the Alafia River.

Beautiful Waterfront Single Family home on the Alafia River leading to Tampa Bay and the Gulf of Mexico. Bring your boats, jetskis, Kayaks, water toys, fishing rods, etc. Riverview Civic Center and Boat Ramp is literally a couple of blocks away from the property and trailer parking is available at the property. If it’s your lucky day, you will see manatees, dolphins, snook, redfish and stingrays right from the dock. Excellent fishing, restaurants and nightlife all on the river or by vehicle.

Guest favourite
The serene Alafia River is visible, surrounded by lush greenery and trees. The calm water reflects the sky with scattered clouds. The image captures the tranquil essence of the natural landscape, inviting exploration and relaxation.
Home in Bloomingdale
4.96 out of 5 average rating, 103 reviews

Brand New! Florida Riverfront Getaway

Take it easy at this unique and tranquil getaway. Beautiful cabin in the woods with modern amenities right on the Alafia River, just 20 minutes canoe/kayak ride to Lithia Springs! No need to rent or haul any equipment, Kayaks and Canoe are ready for use on the property! Enjoy Florida's best kept secret from the oversized deck overlooking the river and conservation area or from the hammocks under the palm trees; light up the fire pit or the grill and enjoy all that nature has to offer!

Top guest favourite
Guest suite in Valrico
4.95 out of 5 average rating, 530 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

Guest favourite
A comfortably furnished living room features a plush sofa alongside a decorative coffee table. A colorful area rug lies beneath the table, with wall art depicting a tree in the background. Light is provided by a ceiling fan, creating a welcoming space.
Home in Bloomingdale
4.91 out of 5 average rating, 34 reviews

A2E Gardens/Brandon Fl

Welcome to our sunshine state garden getaway where mi casa es su casa. The perfect place for you and your family to come and enjoy a vacation full of beaches, shopping and family-oriented fun. Whether you are here on business, vacation or just looking to relax our home will meet your needs. This centrally located 3-bedroom 2 bath home offers 4 beds, sleeping 7 guests comfortably. Each bedroom contains ceiling fans, Roku TVs and electronic charging stations.

Top guest favourite
Guest suite in Bloomingdale
5 out of 5 average rating, 65 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, 103 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, 297 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!

Top guest favourite
Guest suite in Riverview
5 out of 5 average rating, 90 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⚘️

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, 628 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, 281 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

Superhost
Home in Bloomingdale
4.75 out of 5 average rating, 105 reviews

Pool Oasis+Waterfall |Pets OK |9 Guests

3 comfy bedrooms (Queen • 2 Fulls • 2 Twins) Full kitchen & coffee bar Dedicated workspace & Gig-speed Wi-Fi Fenced backyard with games, BBQ grill & smart TV Free driveway parking for 4 cars Minutes to shopping, dining and I-75. Ideal for families or friends seeking space, sunshine and year-round fun.

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 vacation rentals in Bloomingdale?

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

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

    Experience the best of Bloomingdale with our house rentals, starting at about $30 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 vacation rentals in Bloomingdale?

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

  • 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.

  • 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!

  • 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 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.

  • 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 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.

  • Do house rentals in Bloomingdale have free parking?

    Absolutely! We offer over 40 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 70 holiday rentals in Bloomingdale

  • Nightly prices starting at

    Bloomingdale holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 3,270 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

    70 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!