Gillespie Park holiday rentals
We found 167 holiday rentals — enter your dates for availability
Discover a selection of 8 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.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Gillespie Park

Sarasota County Visitor Information Center
More information about Sarasota County Visitor Information Center. Opens in a new window.Find the best place to stay - Gillespie Park

Luxury House Walking Distance to Ocean - Sleeps 12
Sleeps 12 · 3 bedrooms · 2+ bathrooms

Coastal 2BR Retreat Near Beach & Downtown
Sleeps 4 · 2 bedrooms · 1 bathroom

Downtown Living, Steps to Parks, Newly Furnished
Sleeps 5 · 2 bedrooms · 1 bathroom

Roaring Palms - Open, Airy, Perfectly Located
Sleeps 4 · 2 bedrooms · 1 bathroom

City Cottage | Heated Cocktail Pool, Tiki Bar & Walk to City of Sarasota
Sleeps 8 · 3 bedrooms · 2 bathrooms

89 thru Sept VRBO misleading on math- Tropical and tranquil, right downtown
Sleeps 3 · 1 bedroom · 1 bathroom
- 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 rental accommodation in Gillespie Park?
According to our research, houses are the most sought-after holiday rental type in Gillespie Park. But as you know, everyone's idea of an epic trip is bound to be different. Vrbo 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 rental 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 Vrbo holiday rentals 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 Vrbo. 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 rentals 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 rentals on Vrbo. Simply enter your destination and dates, then check the "Pets allowed" filter box.
What are popular rental amenities in Gillespie Park?
When it comes to rental amenities that people are on the lookout for in Gillespie Park, tennis, a sauna and nearby museums rank the highest. With Vrbo holiday rentals, 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 rentals 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 rentals in Gillespie Park that welcome kids?
With 13 family-friendly holiday rentals 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 rentals in Gillespie Park?
You'll find three one-bedroom properties in Gillespie Park to select from. A one-bedroom holiday rental 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 rentals 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 Vrbo.
Are there holiday rentals with WiFi in Gillespie Park?
Gillespie Park has three holiday rentals 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 Vrbo homes make it easy to go online.
How can I find holiday rentals 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 rental in Gillespie Park?
It's advisable to check with the Gillespie Park holiday property you want on Vrbo as age restrictions differ. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental 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 Vrbo. 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.
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