Gillespie Park holiday homes
We found holiday rentals — enter your dates for availability
Discover a selection of 13 homes and other holiday rentals in Gillespie Park that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, 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 be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Gillespie Park
Showing deals for:18 Jul - 25 Jul
Image gallery for Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches

9.89.8 out of 10 rating
Exceptional
(48 reviews)
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Sarasota, FL
8% off
Price is NZ$8,109
NZ$8,109
NZ$1,158 per night
includes taxes & fees
Image gallery for 1BR King/ensuite with Kitchen 5 Mins. To Beach/Downtown

1010 out of 10 rating
Exceptional
(11 reviews)
1BR King/ensuite with Kitchen 5 Mins. To Beach/Downtown
Sarasota, FL
8% off
Price is NZ$2,624
NZ$2,624
NZ$375 per night
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
7% off
Price is NZ$2,019
NZ$2,019
NZ$288 per night
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
20% off
Price is NZ$1,875
NZ$1,875
NZ$268 per night
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
7% off
Price is NZ$1,403
NZ$1,403
NZ$200 per night
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
7% off
Price is NZ$1,622
NZ$1,622
NZ$232 per night
includes taxes & fees
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
12% off
Price is NZ$2,004
NZ$2,004
NZ$286 per night
includes taxes & fees
Image gallery for Historically Significant, 2nd floor, 1 BR, 1 Private BA Close to Everything

9.29.2 out of 10 rating
Wonderful
(13 reviews)
Historically Significant, 2nd floor, 1 BR, 1 Private BA Close to Everything
Sarasota, FL
12% off
Price is NZ$2,369
NZ$2,369
NZ$338 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Gillespie Park
Sarasota Duplex in Gillespie Park: 1 Mi to Dtwn!
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Charming Artist 2-bedroom bungalow in Historic Gillespie Park
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
Downtown Sarasota Apartment 2BR/2BA, Pet-Friendly close to LidoBeach & SiestaKey
Sleeps 5 · 2 bedrooms · 2 bathrooms
5.45.4 out of 10
3 reviews(3 reviews)
This house is a 3 bedroom(s), 1 bathrooms, located in Sarasota, FL.
Sleeps 8 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Welcome to Casa Blue! Come enjoy Sarasota!
Sleeps 6 · 3 bedrooms · 3+ 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
What is the most popular type of holiday home accommodation in Gillespie Park?
According to our research, houses are the most sought-after holiday home type in Gillespie Park. But as you know, everyone’s idea of an epic trip is bound to be different. Bookabach has holiday homes of all sizes and shapes, so you’re bound to find the perfect fit for you.
How much does it cost to rent a holiday home in Gillespie Park?
Length of stay, property type and season are some things that can influence the price of a holiday home. Simply click on your travel dates to find your perfect match. From homey country cottages to sprawling luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Gillespie Park?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Put in your Gillespie Park travel dates to view your available options on Bookabach. Can’t live without a hot tub, or maybe a private pool? Use the filters to choose the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Gillespie Park?
Pack a travel bag and a bone for the pup in your life because Gillespie Park has 13 holiday homes that roll out the welcome mat to doggie guests. Let your four-legged pal join in on the family trip at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check the “Pets allowed” filter box.
What are popular home amenities in Gillespie Park?
When it comes to home amenities that people are on the lookout for in Gillespie Park, tennis, a sauna and nearby museums rank the highest. With Bookabach holiday homes, you’ll have options to suit your taste and style, whether you’re on a trip with family members, friends or even pets.
Are there large group holiday homes in Gillespie Park?
Yes, you can pick from one of four holiday properties in Gillespie Park that can host five or more people. From family get-togethers to special occasions, these stays have enough room to hang out with the people that matter the most.
Are there holiday homes in Gillespie Park that welcome kids?
With 13 family-friendly holiday homes to choose from in Gillespie Park, now is a great time to introduce your children to the excitement of travel. Simply check our “Properties good for families” filter box to discover stays that feature conveniences perfect for families on the move, like dining rooms, patios, bunk beds and hot tubs.
What are the top attractions for families in Gillespie Park?
Keep your kids occupied at these popular family-friendly attractions in Gillespie Park:
- Lido Beach
- Mote Marine Laboratory & Aquarium
- Sarasota Classic Car Museum
Are there one-bedroom holiday homes in Gillespie Park?
You’ll find three one-bedroom properties in Gillespie Park to select from. A one-bedroom holiday home is a wonderful option if it’s only the two of you or if you’re travelling solo. Toss in more convenience, space and privacy compared to a standard hotel, and you’re sure to have a trip to remember.
Can I find two-bedroom holiday homes in Gillespie Park?
Gillespie Park has six two-bedroom properties to select from. Find a holiday home with all the privacy and space you want at a price you’ll love on Bookabach.
Are there holiday homes with WiFi in Gillespie Park?
Gillespie Park has three holiday homes with WiFi, so you can stay connected while you’re travelling. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Bookabach homes make it easy to go online.
How can I find holiday homes with air conditioning in Gillespie Park?
There are 13 holiday homes with air conditioning in Gillespie Park offering that cool, cool breeze and extra comfort level. Simply enter your travel dates and then use our handy filter tool to locate stays with air conditioning.
How old do you have to be to rent a holiday home in Gillespie Park?
It’s advisable to check with the Gillespie Park holiday property you want on Bookabach as age restrictions differ. However, typically it’s 16, 18 or 21.
How long can I rent a holiday home in Gillespie Park for?
It’s really down to the Gillespie Park property. To browse available options offering extended stays, just enter your travel dates and guest number into Bookabach. Enjoy having the place to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and a backyard where the kids can run around and play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.