Beachside vacation rentals
We found 523 vacation rentals — enter your dates for availability
Select from 32 houses, 102 condos, and other vacation rentals to find the perfect place for your stay in Beachside. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for spending time at your vacation home, which might include air conditioning and a pool. No matter what you're looking for, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.
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Find properties near top attractions in Beachside
Find the best place to stay - Beachside

Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise
Sleeps 6 · 2 bedrooms · 2 bathrooms

**NATURES EDGE** Ocean Condo / Pool & Tennis + Last Key White Glove Service...
Sleeps 6 · 2 bedrooms · 2 bathrooms

**SHANG-RI-LA** Oceanview Condo/ Pool & Tennis + Last Key White Glove Service...
Sleeps 6 · 2 bedrooms · 2 bathrooms

IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
Sleeps 6 · 2 bedrooms · 2 bathrooms

Top floor amazing view Toms Chicken Coop awaits your next stay. Best value
Sleeps 6 · 2 bedrooms · 2 bathrooms

Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub!
Sleeps 6 · 2 bedrooms · 2 bathrooms
Top rated rentals - Beachside

Four Seasons Quality Apartment
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We just rented C128 for the month of July. Incredible property. Finishings are outstanding. The owners thought of everything...including the steam room in the primary bath. View is of the garden area.
Marty D.
Stayed Jul 2026

Azur Palm - An amazing place
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
My husband and I just had an amazing stay at this property. Everything about this place was perfect; right down to the window in the shower so you can see the ocean! The property was well - maintained, clean, and accurately described. The kitchen had everything we needed to cook at home and enjoy the view. The pool was a nice bonus after our daily adventures. We ate at Salute on the Beach several times during our stay and always enjoyed our dinners. It was so nice to have this fabulous restaurant within walking distance. I also can't say enough positive things about Historic Key West Vacation Rentals. They were so easy to work with and we always had quick responses when we asked a question. communication was professional and prompt. We highly recommend Azur Palm as well as Historic Key West Vacation Rentals.
Susie R.
Stayed Mar 2026

Always a fantastic stay and this time was no exception!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The unit was beautiful, clean, comfortable and welcoming. Anything you might need for amenities whether it be for the kitchen, bathroom or the pool is included. The view is exquisite and just so peaceful and relaxing! Check-in is easy. The management company was very helpful when we decided to extend our stay. We can’t wait to go back! It’s a beautiful spot, one I highly recommend.
Debbie A.
Stayed Jan 2026

A210
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Diana was great. We already booked the same condo for next year. Thank the owners for us for sharing their condo! We tried to leave it in as good a condition as when we checked in. The only complaint that we have is that it appears that they don't use a swiffer under the couch and it could use a little more dusting around the TV. Thanks! Dave & Sylvia
David A.
Stayed Nov 2025

Enchanted Stay
I can't say enough good things about the Enchanted Rose and Last Key. Everything was just great. Last Key was easy to reach by text and Chris was very responsive. We have been to Key West many times and the Enchanted Rose is the nicest home we've ever rented. From Day 1 to our last day we thoroughly enjoyed our stay.Inside, there is plenty of room, a great kitchen, all the tech worked flawlessly and we were able to use our streaming accounts easily. Very nice washer and dryer too. Outside, there is covered sitting area and grill, amazing pool, and beautiful, lush mature trees and landscaping throughout, including orchids blooming in several places. It feels very secluded even with neighboring backyards.Rose Street is not a through street so it is really quiet and relaxed. We biked everywhere from Fort Zach to Stock Island. The midtown location away from the tourist areas is great. Smathers and Higgs beaches are just a couple of minutes away. Fort Zach takes a little longer but it's always worth it.The house was very clean and the mid-stay cleaning is a bonus. Easy check in and easy check out. If you are looking for a relaxing and comfortable stay, treat yourself to the Enchanted Rose and use Last Key Reality. We will definitely be back.
Aaron P.
Stayed Apr 2025

again the good times rolled
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
it was wonderful just as promised
Linda A.
Stayed Mar 2025

Oceanside Condo
The property was in a convenient area about mid-island on the south shore. Our balcony was maybe 40 feet from the water's edge. Loved that. The condo was roomy with a southern glass exposure. Each bedroom was ocean front. Parking slot was one floor directly under us. Elevator was 15 feet from our front door. The pool/area where we spent a lot of time was wonderful. Large, heated pool (until April 30). Large 15-person hot tub. Clean restrooms. Sauna. Gym. We were maybe 5 minutes from Duval Street and 5 minutes from Publix and other stores. Smather's Beach was a four-minute walk. We had a wonderful time and look forward to coming back.
Linda K.
Stayed Apr 2024

Elegant and serene
Great space for 5 of us, including a 6 year old whose swimming improved dramatically over the 4 day. Beds super comfortable. No bugs! Great birding from the balcony!
Krissa S.
Stayed Mar 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in Beachside?
In Beachside, condos are the most prevalent type of vacation rental, with about 96 options available throughout the area. These condos are often located near the beach, offering stunning ocean views and convenient access to local attractions. Most units are equipped with modern amenities such as fully equipped kitchens, spacious living areas, and private balconies for enjoying the coastal breeze.In addition to condos, several vacation houses and cottages are available, providing more spacious rooms for families or larger groups. These properties typically feature multiple bedrooms, outdoor spaces for relaxation, and sometimes even private pools, making them ideal for those looking for a more secluded experience.
Are there any beach house rentals in Beachside?
In Beachside, Florida, there are approximately 151 beach house vacation rentals available, providing a diverse selection for travelers. These properties often come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor patios or decks, superb for enjoying the coastal breeze. Many rentals are situated near popular points of interest, including local parks and the beach, ensuring easy access to sun and sand.
How much does it cost to rent a vacation home in Beachside?
Prices for vacation rentals in Beachside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Beachside to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Beachside vacation house rentals?
You can find great discounts on house rentals in Beachside on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Beachside?
In Beachside, popular rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and balconies for enjoying the sunny coastal views. Many rentals also feature coffee and tea makers for convenient morning brews, as well as onsite parking to accommodate guests with vehicles. Additionally, a shared pool is a common highlight, offering a refreshing spot to relax and socialize.
Can I find family house rentals in Beachside?
In Beachside, Florida, there are numerous family-friendly house rentals available, with about 89 options scattered throughout the area. This charming locale is great for families looking for a beach getaway, offering spacious homes that often include amenities like full kitchens for preparing meals, cozy living spaces, and outdoor areas for barbecuing or relaxing in the sun. Many properties also feature extras such as private pools, game rooms, and easy access to nearby beaches, ensuring plenty of fun for all ages.Families can enjoy local attractions such as parks, playgrounds, and scenic walking paths, making it easy to engage with the beautiful coastal environment.
Can I rent a vacation home with a pool or hot tub in Beachside?
In Beachside, Florida, there are plenty of vacation homes available for rent that come with both pools and hot tubs, with around 103 options featuring pools and about 80 featuring hot tubs. This coastal area offers a relaxed atmosphere, great for families and groups looking to enjoy the sun and sea. Many of the properties provide an array of amenities, including private pools, outdoor decks, and hot tubs, ideal for unwinding after a day at the beach. Additionally, travelers can expect fully equipped kitchens, spacious living areas, and sometimes even outdoor barbecue facilities, making it easy to enjoy meals together in a beautiful setting.
Are there any Beachside vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Beachside with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Beachside?
A long-stay vacation rental in Beachside is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Beachside for a vacation rental?
The best time to visit Beachside for a vacation rental is during the peak season, which runs from January to March. This period is particularly popular among travelers looking to escape the colder climates elsewhere, as the weather in Beachside is typically warm and inviting, with temperatures ranging from the mid-60s to the low 80s Fahrenheit. Visitors can indulge in a variety of outdoor activities, including sunbathing, swimming, and beachside dining, all while enjoying the beautiful coastal scenery.March stands out as a favorite month, offering an ideal balance of pleasant weather and vibrant local events. During this time, you'll find a lively option filled with fellow vacationers enjoying the sun and surf, along with various festivals and activities that highlight the region's culture and community spirit.For those seeking a more budget-friendly option, consider planning your visit in October. This month features milder weather and fewer crowds, providing a wonderful opportunity to enjoy the beach without the hustle and bustle of peak season. You'll still be able to savor the natural beauty of Beachside, perhaps taking leisurely strolls along the shoreline or exploring nearby attractions at a more relaxed pace.Ultimately, your choice of when to visit Beachside will depend on whether you prefer the vibrant energy of peak season or the tranquility of the quieter months.
Are there any remote work vacation rentals in Beachside?
In Beachside, Florida, there are numerous vacation rentals suitable for remote work, with around 102 options available. Travelers can expect properties equipped with essential amenities such as high-speed internet, dedicated workspaces, and comfortable seating arrangements, allowing for productive workdays in a relaxing environment. Many rentals also offer free Wi-Fi, making it easy to stay connected.The Beachside area features beautiful coastal views and is conveniently located near local attractions. Visitors can enjoy the proximity to sandy beaches, popular for sunbathing and various water activities. Additionally, nearby parks and recreational areas provide opportunities for outdoor breaks and relaxation after work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Beachside vacation rental?
Book your Beachside vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Beachside, Florida, United States of America?
In Beachside, Florida, visitors can enjoy a variety of attractions that showcase the area's natural beauty and laid-back atmosphere. The beautiful sandy beaches are the main draw, where visitors can relax, swim, and engage in water sports. The beach area is superb for sunbathing and offers picturesque views of the Atlantic Ocean.Nearby, the Canova Beach Park provides a lovely spot for picnics and has facilities for activities like beach volleyball and walking trails. The area is also in proximity to the charming town of Indian Harbour Beach, where visitors can explore local shops and restaurants that offer fresh seafood and other regional specialties.For nature enthusiasts, the nearby Thousand Islands Conservation Area offers opportunities for kayaking and birdwatching, with scenic waterways and lush landscapes to explore. Additionally, the Cocoa Beach Pier, a short drive away, features dining, shopping, and entertainment options, making it a great destination for families and groups.
Can I change or cancel my Beachside home rental booking on Vrbo?
To find Beachside vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Beachside vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
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