Rosemary District vacation rentals
We found 172 vacation rentals — enter your dates for availability
Scroll through and select from vacation rentals in Rosemary District to find one that's perfect for your trip. Vacation rentals offer the best amenities for your stay with friends, family, or just your pet, like WiFi and cable TV. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Rosemary District
Showing deals for:Nov 14 - Nov 21
Image gallery for Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
9.49.4 out of 10 rating
Exceptional
(20 reviews)
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
Sarasota, FL
15% off
Price is CA $234
CA $234
CA $2,124 total
CA $2,124 total
includes taxes & fees
Image gallery for Very tropical, private and peaceful, short walk to everything happening downtown
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Very tropical, private and peaceful, short walk to everything happening downtown
Sarasota, FL
5% off
Price is CA $180
CA $180
CA $1,760 total
CA $1,760 total
includes taxes & fees
Image gallery for Old Florida bungalow in Sarasota‘s best location
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Old Florida bungalow in Sarasota‘s best location
Sarasota, FL
10% off
Price is CA $285
CA $285
CA $2,691 total
CA $2,691 total
includes taxes & fees
Image gallery for Sarasota condo near Downtown
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Sarasota condo near Downtown
Sarasota, FL
10% off
Price is CA $241
CA $241
CA $2,323 total
CA $2,323 total
includes taxes & fees
Image gallery for Zen-Inspired House in Downtown Sarasota
1010 out of 10 rating
Exceptional
(12 reviews)
Zen-Inspired House in Downtown Sarasota
Sarasota, FL
5% off
Price is CA $523
CA $523
CA $4,659 total
CA $4,659 total
includes taxes & fees
Image gallery for Downtown Sarasota House3BR with Playground, Pet-Friendly, LidoBeach,SiestaKey-5m
8.08.0 out of 10 rating
Very good
(9 reviews)
Downtown Sarasota House3BR with Playground, Pet-Friendly, LidoBeach,SiestaKey-5m
Sarasota, FL
5% off
Price is CA $142
CA $142
CA $1,382 total
CA $1,382 total
includes taxes & fees
Image gallery for DT home 10 min. drive from beach
1010 out of 10 rating
Exceptional
(28 reviews)
DT home 10 min. drive from beach
Sarasota, FL
10% off
Price is CA $255
CA $255
CA $2,435 total
CA $2,435 total
includes taxes & fees
Image gallery for Pet-Friendly Downtown Sarasota House-3BR/2BA for Couples,Friends, Beaches 7mins
8.48.4 out of 10 rating
Very good
(15 reviews)
Pet-Friendly Downtown Sarasota House-3BR/2BA for Couples,Friends, Beaches 7mins
Sarasota, FL
10% off
Price is CA $135
CA $135
CA $1,319 total
CA $1,319 total
includes taxes & fees
Image gallery for Downtown Sarasota Apartment 2BR/2BA for Couples,Groups, LIDO,SIESTAKEY 5-10mins
8.88.8 out of 10 rating
Excellent
(9 reviews)
Downtown Sarasota Apartment 2BR/2BA for Couples,Groups, LIDO,SIESTAKEY 5-10mins
Sarasota, FL
10% off
Price is CA $118
CA $118
CA $1,153 total
CA $1,153 total
includes taxes & fees
Image gallery for Bayview Getaway! Sarasota FL
1010 out of 10 rating
Exceptional
(16 reviews)
Bayview Getaway! Sarasota FL
Sarasota, FL
8% off
Price is CA $348
CA $348
CA $3,212 total
CA $3,212 total
includes taxes & fees
Image gallery for Luxe Waterfront Resort Style Living at its Best!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Luxe Waterfront Resort Style Living at its Best!
Sarasota, FL
5% off
Price is CA $253
CA $253
CA $2,768 total
CA $2,768 total
includes taxes & fees
Image gallery for Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
8.48.4 out of 10 rating
Very good
(6 reviews)
Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
Sarasota, FL
5% off
Price is CA $386
CA $386
CA $3,440 total
CA $3,440 total
includes taxes & fees
Image gallery for Chic Downtown Gem - The Cocoanut Hut, newly constructed
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Chic Downtown Gem - The Cocoanut Hut, newly constructed
Sarasota, FL
10% off
Price is CA $234
CA $234
CA $2,255 total
CA $2,255 total
includes taxes & fees
Image gallery for Very tropical, private and peaceful, short walk to everything happening downtown
9.69.6 out of 10 rating
Exceptional
(77 reviews)
Very tropical, private and peaceful, short walk to everything happening downtown
Sarasota, FL
5% off
Price is CA $206
CA $206
CA $2,022 total
CA $2,022 total
includes taxes & fees
Image gallery for Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
9.09.0 out of 10 rating
Wonderful
(20 reviews)
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Sarasota, FL
5% off
Price is CA $261
CA $261
CA $2,317 total
CA $2,317 total
includes taxes & fees
Image gallery for Brand new deluxe Sarasota condo close to everything!
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Brand new deluxe Sarasota condo close to everything!
Sarasota, FL
10% off
Price is CA $310
CA $310
CA $2,984 total
CA $2,984 total
includes taxes & fees
Image gallery for ★ New Luxury Waterfront Condo ★ Pool/Gym/Hot tub ★
9.49.4 out of 10 rating
Exceptional
(6 reviews)
★ New Luxury Waterfront Condo ★ Pool/Gym/Hot tub ★
Sarasota, FL
10% off
Price is CA $370
CA $370
CA $3,767 total
CA $3,767 total
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Rosemary District
Map Attractions
1
Van Wezel Performing Arts Hall
Find the best place to stay - Rosemary District
Luxury House Walking Distance to Ocean - Sleeps 12
Sleeps 12 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Coconut Dream 2 Bedrooms in Downtown Sarasota near the Marina and beaches!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Downtown Sarasota Bayview Bungalow. Ideal location to area wide attractions
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Delightful 2BR Downtown Sarasota - The White Pearl
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
7 reviews(7 reviews)
Downtown Apartment with Pool, Gym, and Coworking Space
Sleeps 6 · 2 bedrooms · 2 bathrooms
7.47.4 out of 10
Goodgood
3 reviews(3 reviews)
Historic 1925 Building Downtown Sarasota
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
Top rated rentals - Rosemary District
Bright and airy condo
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
We were very happy with our stay at this condo. It was clean and tastefully furnished. We liked that it is a corner unit with a table on the main balcony for outdoor meals and had a balcony off the guest room. My spouse and I need separate bedrooms so we were glad that the guest room was large enough for an adult (even with the twin beds) and had natural light. An extra bonus was that we could see partial sunsets from the main balcony. We liked the unit so much that we have booked another stay in the winter.
Kelley O.
Stayed Apr 2025
Our stay in Sarasota
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The property was very clean and had everything you will need. We were close to everything! The pool was beautiful and even on a busy day it was still a very relaxing feel. One of the most important things to me and my partner is comfort, the bed was very comfortable and it was so quiet that we always got a good nights sleep. We would definitely recommend this property for anyone!
Colleen A.
Stayed Mar 2025
CHRISTMAS VACATION!!
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Escaped the cold and found an Oasis!! Condo was perfect. Close to good restaurants, the beach and more…nothing else to say!!
Graham and Christie G.
Stayed Dec 2024
Well appointed condo in Sarasota
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Comfortable condo in great location. Enjoyed the pool and hot tub, short drive to Lido beach and nice walk to town. We will definitely come back!
Sarah S.
Stayed Apr 2024
Birdhouse Sarasota
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
Very fun property to stay in while on our beach vacation! Excellent amenities in a beautiful artistic detailed home.
Rhonda O.
Stayed Mar 2024
Serene cottage, close to everything
1010 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
We absolutely love our stay at Doug and Lynne’s garden cottage. It is exactly as described and obvious that much personal care and intention have gone into it. The garden is a calm and creative oasis, the private deck is perfect for a quiet evening drink under a canopy of green. The cottage has everything you need. The bed is comfortable (we prefer a softer mattress). We walked downtown a few times for our night out. And driving to any of the local sites was extremely easy. Doug and Lynne are welcoming, warm and very accessible hosts. We loved our stay.
Angie H.
Stayed Oct 2022
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, 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 Rosemary District?
In the Rosemary District, condos are the most popular type of vacation rental, with around 19 available in this vibrant area. These condos typically feature modern amenities such as fully equipped kitchens, spacious living areas, and access to shared facilities like swimming pools and fitness centres. Many are conveniently located near local shops, cafes, and art galleries, making it easy for guests to explore the neighbourhood.
Are there any beach house rentals in Rosemary District?
In the Rosemary District of Florida, there are approximately 32 beach house rentals available, located within this vibrant and artistic neighbourhood. These properties typically feature spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or decks, superb for enjoying the warm Florida weather. Many rentals also come with amenities like private pools, BBQ facilities, and easy access to nearby beaches, making them ideal for families or groups looking to unwind.
How much does it cost to rent a vacation home in Rosemary District?
Prices for vacation rentals in Rosemary District 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. Vrbo offers something for every taste and budget, from affordable rentals in Rosemary District to more spacious homes.
Are there any discounts for Rosemary District vacation house rentals?
You can find great discounts on house rentals in Rosemary District 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 Rosemary District?
In the Rosemary District of Florida, popular rental amenities include fully equipped kitchens, which are essential for those who prefer to prepare their own meals. Many properties feature additional conveniences such as coffee and tea makers and blenders, suiting guests who enjoy their morning beverages or wish to whip up quick snacks. A heated pool is also a sought-after amenity, providing a luxurious touch for relaxation and enjoyment, particularly in the warmer months. Additionally, kitchen islands are common, offering extra space for meal preparation or casual dining, making the rental experience both comfortable and convenient.
Are there any family house rentals in Rosemary District?
In the Rosemary District of Florida, there are numerous family-friendly house rentals available, with around 36 options to choose from. This vibrant area is known for its charming atmosphere and proximity to beautiful beaches, making it an ideal spot for families. Many of these properties feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor areas where children can play and unwind.
Can I rent a vacation home with a pool or hot tub in Rosemary District?
In the Rosemary District of Florida, there are plenty of vacation homes available for rent that feature both pools and hot tubs, with around 22 options for pools and 16 for hot tubs. This vibrant area is known for its artistic vibe and proximity to beautiful beaches, making it an attractive destination for travellers seeking relaxation and leisure.
Are there any Rosemary District vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Rosemary District 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 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.
Are there pet-friendly vacation rentals in Rosemary District?
In the Rosemary District, there are several pet-friendly vacation rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals come equipped with modern amenities such as open-plan living spaces, fully equipped kitchens, and private outdoor areas, ideal for enjoying the sunny Florida weather.
Can I find long-stay vacation rentals in Rosemary District?
A long-stay vacation rental in Rosemary District 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Rosemary District for a vacation rental?
The most popular time to visit the Rosemary District is during the peak season from January to March, particularly in March when the weather is at its finest. This vibrant period attracts a multitude of travellers seeking the warm embrace of Florida's sunshine, with average temperatures hovering around 22-25 degrees Celsius. The inviting climate is great for outdoor activities, whether you're strolling along the picturesque streets, enjoying the local art scene, or relaxing on nearby beaches.
During these months, you'll find an array of events and festivals that add to the lively atmosphere, making it an ideal time for those who enjoy socialising and immersing themselves in the local culture. The Rosemary District offers convenient access to various attractions, ensuring that you can experience the best of what the area has to offer without extensive travel.
If you're looking for a more budget-friendly option, consider planning your visit in October. This month typically sees fewer tourists, allowing for a more relaxed experience while still enjoying the beautiful weather. With temperatures remaining pleasantly warm, October is a fantastic time to explore at your own pace, whether it's discovering local shops or dining at charming restaurants.
Are there any remote work vacation rentals in Rosemary District?
In the Rosemary District of Florida, there are plenty of vacation rentals suitable for remote work, with around 42 options available. This vibrant area is known for its artistic vibe and proximity to beautiful beaches, making it an ideal location for those who wish to blend work and leisure. Many properties come equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated office spaces, and ergonomic desk setups, allowing for a productive working environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Rosemary District vacation rental?
Book your Rosemary District 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 Rosemary District?
In the Rosemary District, visitors can enjoy a vibrant arts scene with numerous galleries and studios showcasing local talent. The area boasts a variety of trendy shops and cafes that contribute to its lively atmosphere. Close by, the beautiful beaches of Sarasota are easily accessible, offering a superb spot for relaxation and recreation. The district is also near the historic Sarasota Opera House, providing opportunities to experience live performances.
Can I change or cancel my Rosemary District home rental booking on Vrbo?
To find Rosemary District 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 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 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Rosemary District 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.