Fruitville holiday rentals
We found 7,177 holiday rentals — enter your dates for availability
Discover a selection of 6 homes and other holiday rentals in Fruitville that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a garden and pool. No matter what you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Fruitville
Showing deals for:1 Jan - 8 Jan

Exceptional
(28 reviews)
Rare private beachfront estate on the Gulf.
Nokomis
AU$50,500
for 7 nights, 1 home
AU$7,214 per night
includes taxes & fees

Exceptional
(31 reviews)
Chic cottage, Vamo area, close to beaches, pet friendly, kayaks, large backyard
Sarasota
AU$2,578
for 7 nights, 1 cottage
AU$368 per night
includes taxes & fees

Exceptional
(81 reviews)
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Sarasota
AU$4,094
for 7 nights, 1 cottage
AU$585 per night
includes taxes & fees

Very good
(8 reviews)
Sarasota Modern Home minutes to Siesta & Downtown
Sarasota
AU$3,317
for 7 nights, 1 home
AU$474 per night
includes taxes & fees

Exceptional
(21 reviews)
Bayshore Gardens remodel with hot tub + fire pit + walk to park.
Bradenton
AU$3,654
for 7 nights, 1 home
AU$522 per night
includes taxes & fees

Exceptional
(19 reviews)
Townhouse 2BR /2.5BA •Pool •Air Hockey •Water view •Near Beach & IMG
Bradenton
AU$3,131
for 7 nights, 1 home
AU$447 per night
includes taxes & fees

Exceptional
(69 reviews)
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Bradenton
AU$5,012
for 7 nights, 1 home
AU$716 per night
includes taxes & fees

Excellent
(156 reviews)
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Sarasota
AU$1,191
for 7 nights, 1 room
AU$170 per night
includes taxes & fees

Very good
(164 reviews)
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Sarasota
AU$1,191
for 7 nights, 1 room
AU$170 per night
includes taxes & fees

Exceptional
(7 reviews)
A cozy, perfectly located house!
Sarasota
AU$3,028
for 7 nights, 1 home
AU$433 per night
includes taxes & fees

Exceptional
(14 reviews)
Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock
Siesta Key
AU$11,075
for 7 nights, 1 home
AU$1,582 per night
includes taxes & fees

Exceptional
(5 reviews)
Central City Condominiums #203 2BR/2BA
Sarasota
AU$2,106
for 7 nights, 1 apartment
AU$301 per night
includes taxes & fees

Exceptional
(93 reviews)
Oceanfront home
Sarasota
AU$8,570
for 7 nights, 1 home
AU$1,224 per night
includes taxes & fees

Exceptional
(53 reviews)
Siesta Key Beach Cottage
Siesta Key
AU$3,497
for 7 nights, 1 cottage
AU$500 per night
includes taxes & fees

Exceptional
(14 reviews)
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Siesta Key
AU$8,159
for 7 nights, 1 apartment
AU$1,166 per night
includes taxes & fees

Exceptional
(25 reviews)
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Siesta Key
AU$4,465
for 7 nights, 1 apartment
AU$638 per night
includes taxes & fees

Exceptional
(129 reviews)
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Sarasota
AU$4,773
for 7 nights, 1 home
AU$682 per night
includes taxes & fees

Exceptional
(99 reviews)
Great rates for September! SIESTA KEY GULF 2 bed 2 bath condo Jamaica Royale 104
Siesta Key
AU$5,791
for 7 nights, 1 apartment
AU$827 per night
includes taxes & fees

Exceptional
(43 reviews)
Siesta Key Beachside Condo-direct beach access
Siesta Key
AU$3,887
for 7 nights, 1 apartment
AU$555 per night
includes taxes & fees

Exceptional
(34 reviews)
Renovated 2-bed 2 bath home with Pool, Garage, just a bike ride to Siesta Key!
Sarasota
AU$3,040
for 7 nights, 1 home
AU$434 per night
includes taxes & fees

Exceptional
(28 reviews)
Family Poolside Paradise on Quiet Cul-de-Sac 4.7 Miles from Siesta Key Beach
Sarasota
AU$4,548
for 7 nights, 1 home
AU$650 per night
includes taxes & fees

Exceptional
(53 reviews)
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Siesta Key
AU$3,534
for 7 nights, 1 apartment
AU$505 per night
includes taxes & fees

Exceptional
(21 reviews)
Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!
Siesta Key
AU$3,866
for 7 nights, 1 apartment
AU$552 per night
includes taxes & fees

Exceptional
(57 reviews)
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks
Sarasota
AU$4,454
for 7 nights, 1 home
AU$636 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Fruitville

Chic rustic renovated cottage in Sarasota
Sleeps 6 · 2 bedrooms · 1 bathroom

Family friendly 4 bed 2 bath home in a peaceful neighborhood 15min to Siesta Key
Sleeps 10 · 4 bedrooms · 2 bathrooms

Tropical Paradise! Family-Friendly Home Near The Beach!
Sleeps 8 · 3 bedrooms · 2 bathrooms

Stylish Nomad Nest: Workspace | Patio | Sarasota
Sleeps 10 · 3 bedrooms · 2 bathrooms

The Peaceful Place
Sleeps 5 · 2 bedrooms · 1 bathroom

Next to Nathan Benderson Park Sarasota, family sized home!
Sleeps 8 · 4 bedrooms · 2+ bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Fruitville for a holiday rental?
The best time to visit Fruitville for a holiday rental is during the peak season from January to March, with March being particularly popular. This vibrant period attracts visitors eager to enjoy the warm Florida sunshine, with temperatures typically ranging from 15 to 25 degrees Celsius. It's an ideal time for outdoor activities, including exploring the nearby Myakka River State Park, famous for its scenic trails and diverse wildlife.March also brings a lively option, with plenty of local events and festivals, making it a great choice for those looking to immerse themselves in the community spirit. The pleasant weather enhances opportunities for sightseeing, whether you're visiting local attractions or simply relaxing in the beautiful natural surroundings.For those seeking a more budget-friendly option, consider visiting in October. This month offers a quieter experience, allowing for peaceful exploration of the area's parks and gardens while enjoying the beautiful autumn scenery.Ultimately, your choice of when to visit Fruitville will depend on whether you prefer the bustling energy of peak season or the tranquil charm of the quieter months.
What are the top attractions in Fruitville, Florida, United States of America?
In Fruitville, Florida, visitors can discover a variety of attractions that highlight the area's charm. The local park, Fruitville Grove, offers a delightful experience with seasonal festivals, a farmers market, and opportunities for family-friendly activities, including petting zoos and u-pick fruit options.For those interested in the arts, the nearby Ringling Museum of Art presents an impressive collection of artwork alongside the historic Ca' d'Zan mansion, reflecting the opulence of the Ringling family.
Are all fees included in the Fruitville holiday homes prices shown on Stayz?
Stayz 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.
Are there any Fruitville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Fruitville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.
Are there any discounts for Fruitville holiday homes?
You can find great discounts on holiday homes in Fruitville on Stayz, 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.
Can I change or cancel my Fruitville holiday home booking on Stayz?
To find Fruitville holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Fruitville?
A long-stay holiday home in Fruitville is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Fruitville holiday home?
Book your Fruitville holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Fruitville?
Prices for holiday homes in Fruitville 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Fruitville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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