Entire home
5BR/4BA |Pool & Spa + Pickleball, Golf View
Waterfront holiday home with water park and Hot tub
Photo gallery for 5BR/4BA |Pool & Spa + Pickleball, Golf View





Reviews
9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 143094 sq ft
Popular amenities
Explore the area

Sarasota, FL
- Place, Sarasota International Convention Center5 min drive
- Place, University of South Florida Sarasota6 min drive
- Place, New College of Florida7 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)9 min drive
Rooms & beds
5 bedrooms (sleeps 14)
Fifth Bedroom
2 Single Bunk Beds
Fourth Bedroom
2 Double Beds
Master Bedroom
1 King Bed
Second Bedroom
1 King Bed
Third Bedroom
1 Queen Bed
4 bathrooms
Fourth Bathroom
Toilet
Master Bathroom
Toilet
Second Bathroom
Toilet
Third Bathroom
Toilet
Spaces
Kitchen
Separate dining area
Garden
About this property
5BR/4BA |Pool & Spa + Pickleball, Golf View
Welcome to Picasa by Stayawhilewithus — a Mediterranean-style 5BR/4BA golf-front retreat, on over an acre in one of Sarasota’s most desirable locations. Minutes to Siesta & Lido Key Beaches, Downtown Sarasota, St. Armands’ Circle, and SRQ. Enjoy a resort backyard with a resurfaced heated pool & spa (in Oct. 2025), a pickleball court, and a fire pit, in addition to elegant interiors with a chef’s kitchen, game room, and spacious bedrooms for families, golf groups, and wedding guests.
✦ The Space ✦
Location meets luxury at Picasa, set in one of Sarasota’s most desirable spots. Just minutes to Siesta Key and Lido Key beaches, Downtown Sarasota, St. Armands Circle, and SRQ Airport, this retreat keeps you close to the best dining, shopping, golf, wedding venues, and cultural attractions.
Located on over an acre of land, the backyard feels like your own private resort. Relax in the heated pool & spa (resurfaced in Oct 2025), play on the full-size pickleball court, or gather around the fire pit with sweeping views of Sara Bay Golf Course and the tranquil waters of Bowlees Creek. Expansive outdoor living areas, a Mediterranean-style courtyard, and a covered lanai with shuffleboard create the perfect setting for relaxation and connection.
Inside, elegant designer touches flow through the open-concept living areas, chef’s kitchen with two refrigerators, and a game room with arcade and foosball. With five spacious bedrooms and four bathrooms — including multiple ensuites — Picasa is designed to host families, golf groups, and wedding guests in style and comfort.
✦ Why Guests Love Picasa ✦
✅ Prime Sarasota Location – Minutes to Siesta Key, Lido Beach, Downtown Sarasota, St. Armands Circle, and SRQ Airport — close to beaches, golf, shopping, dining, and top wedding venues.
✅ Resort-Style Backyard on Over an Acre – Heated private pool & spa (resurfaced in Oct 2025), full-size pickleball court, fire pit, BBQ grill, Mediterranean-style courtyard, and a covered lanai with shuffleboard — your own private resort oasis.
✅ Golf-Front Views – Nestled along Sara Bay Golf Course with tranquil views of fairways and Bowlees Creek.
✅ Designer Interiors & Game room – Mediterranean-inspired style paired with a game room featuring arcade games and foosball.
✅ Spacious 5BR/4BA Layout – Multiple ensuites make mornings and evenings stress-free for families and groups.
✅ Luxury Kitchen – Modern appliances and 2 full-size refrigerators, perfect for weddings, snowbirds, or extended stays.
✅ Family-Friendly & Pet-Friendly – 2 Pack ’n Plays, kid dinnerware, washer/dryer, plus bring your furry friends along.
✅ Beach Essentials Included – Chairs, umbrellas, wagon, and towels make trips to the sand easy.
✅ Fully Stocked for Comfort – Toiletries, detergents, paper goods, and more are always provided.
✦ Where You’ll Sleep ✦
- Master Suite – King bed • Workspace • Ensuite bath
- Bedroom 2 – King bed
- Bedroom 3 – Queen bed
- Bedroom 4 – 2 Full beds
- Bedroom 5 – 2 Twin-over-Full bunks • Ensuite bath
✦ Kitchen ✦
Cook, bake, or entertain with:
- Espresso & Drip Coffee makers (coffee/sugar provided)
- 2 full-size refrigerators — great for groups & weddings
- Blender, lobster pot, bakeware, cookware
- Microwave, toaster, kettle, dishwasher
- Place settings & kid-friendly dinnerware
⭐ Location Highlights
- The Ringling Museum of Art – 3.8 mi
- Asolo Repertory Theatre – 3.9 mi
- Sarasota Bradenton Intl Airport (SRQ) – 4.3 mi
- Sarasota Jungle Gardens – 5.2 mi
- Sarasota Opera House – 7.3 mi
- Downtown Sarasota – 7.9 mi
- UTC Mall – 9 mi
- St. Armands Circle – 9.4 mi
- Nathan Benderson Park – 9.7 mi
- Lido Key Beach – 10.2 mi
- Mote Marine Aquarium – 10.9 mi
- Lakewood Ranch Sports Complex – 13.4 mi
- Siesta Key Beach – 14.3 mi
💍 Nearby Wedding Venues!
- Powel Crosley Estate – 3.6 mi
- The Ringling / Ca’ d’Zan – 4.2 mi
- The Ritz-Carlton Sarasota – 7.2 mi
- Marie Selby Botanical Gardens – 8 mi
- Sarasota Yacht Club – 9.2 mi
- Laurel Oak Country Club – 17.8 mi
⛳ Golf & Country Club Highlights!
- Sara Bay Golf Course – 1.6 mi (Donald Ross–designed, private)
- Palm Aire Country Club – 5.7 mi (private, 36 holes + tennis)
- University Park Country Club – 8.6 mi (private, 27 holes + pickleball)
- Bobby Jones Golf Club – 9.6 mi (public)
- Village Green Golf Club – 12.1 mi (public, executive course)
- Tatum Ridge Golf Links – 14.9 mi (public, links-style)
- The Founders Club – 15.9 mi (luxury private club)
✦ Book Your Stay ✦
From sun-soaked beaches and world-class golf to family gatherings and wedding weekends, Picasa is your private haven in Sarasota. Here, a prime location meets a resort-style backyard and Mediterranean design — all crafted for unforgettable memories.
✨ Book your stay at Picasa today and experience Sarasota’s best, from luxury at home to adventure at your doorstep.
⭐ Pet Friendly!
- Prior approval is kindly required. We allow up to 3 dogs.
- $200/stay/first pet, $100/stay/second pet, $100/stay/third pet.
- Must be fully house-trained.
- Must be completely cleaned up after.
- Leashed at all times when not in a fenced area.
- Crated indoors when not home with the pet.
- If barking becomes an issue during your stay, alternative arrangements must be made.
- Not allowed on indoor furniture, bedding, or in the pool or spa.
Kindly Note!
- For your peace of mind, surveillance cameras are located around the exterior of the house (located by the front door, the side courtyard and by the pool equipment). No inside cameras, and none overlooking the pool and spa.
- Noise monitors inside and outside the house do not record voice or conversation, they only monitor decibels.
- The pickleball court size is 20 ft. x 44 ft.
- We provide free parking on the premises (our driveway can fit up to 5 cars).
- Guests are responsible for refilling the BBQ grill’s propane tank.
- The heated pool feature is available for an extra $20/night or $400/month (offered from October till May). If you would like to purchase the pool heating feature, please note that it covers the entirety of your stay, and the pool heater may take up to 48 hours to reach the desired temp, so kindly let us know a week before you check-in.
- Pool settings are all scheduled. When booked, pool heat is set to 85 degrees, however, pool temps are impacted if the weather drops below 60 degrees. So, unfortunately, pool temperatures cannot be guaranteed.
- For your comfort, our home is treated quarterly by a professional pest control company. But given our tropical climate, you may still see the occasional bug. Please keep doors and screens closed to help prevent bugs from entering, as no compensation will be provided for any bugs that may come inside.
- Liability/Risk: The hosts/co-hosts are not responsible for any accidents, injuries or illness that occurs while ON or OFF premises while using equipment provided as part of the rental, including but not limited to pool, spas, stairs or playsets. By accepting this reservation, it is agreed that all guests are expressly assuming the risk of any harm arising from their use of the premises and equipment taken off the premises. This also applies to others whom the guest invites to use the premises or equipment.
IMPORTANT NOTE: For the security of our guests, every guest who enters the home during your stay MUST be listed on the reservation or disclosed to the host. Please, make sure to register the correct number of guests. Undisclosed guests who are not included in the official confirmation can place your stay at risk for early termination without a refund, and can incur an additional charge of $25/guest.
✦ The Space ✦
Location meets luxury at Picasa, set in one of Sarasota’s most desirable spots. Just minutes to Siesta Key and Lido Key beaches, Downtown Sarasota, St. Armands Circle, and SRQ Airport, this retreat keeps you close to the best dining, shopping, golf, wedding venues, and cultural attractions.
Located on over an acre of land, the backyard feels like your own private resort. Relax in the heated pool & spa (resurfaced in Oct 2025), play on the full-size pickleball court, or gather around the fire pit with sweeping views of Sara Bay Golf Course and the tranquil waters of Bowlees Creek. Expansive outdoor living areas, a Mediterranean-style courtyard, and a covered lanai with shuffleboard create the perfect setting for relaxation and connection.
Inside, elegant designer touches flow through the open-concept living areas, chef’s kitchen with two refrigerators, and a game room with arcade and foosball. With five spacious bedrooms and four bathrooms — including multiple ensuites — Picasa is designed to host families, golf groups, and wedding guests in style and comfort.
✦ Why Guests Love Picasa ✦
✅ Prime Sarasota Location – Minutes to Siesta Key, Lido Beach, Downtown Sarasota, St. Armands Circle, and SRQ Airport — close to beaches, golf, shopping, dining, and top wedding venues.
✅ Resort-Style Backyard on Over an Acre – Heated private pool & spa (resurfaced in Oct 2025), full-size pickleball court, fire pit, BBQ grill, Mediterranean-style courtyard, and a covered lanai with shuffleboard — your own private resort oasis.
✅ Golf-Front Views – Nestled along Sara Bay Golf Course with tranquil views of fairways and Bowlees Creek.
✅ Designer Interiors & Game room – Mediterranean-inspired style paired with a game room featuring arcade games and foosball.
✅ Spacious 5BR/4BA Layout – Multiple ensuites make mornings and evenings stress-free for families and groups.
✅ Luxury Kitchen – Modern appliances and 2 full-size refrigerators, perfect for weddings, snowbirds, or extended stays.
✅ Family-Friendly & Pet-Friendly – 2 Pack ’n Plays, kid dinnerware, washer/dryer, plus bring your furry friends along.
✅ Beach Essentials Included – Chairs, umbrellas, wagon, and towels make trips to the sand easy.
✅ Fully Stocked for Comfort – Toiletries, detergents, paper goods, and more are always provided.
✦ Where You’ll Sleep ✦
- Master Suite – King bed • Workspace • Ensuite bath
- Bedroom 2 – King bed
- Bedroom 3 – Queen bed
- Bedroom 4 – 2 Full beds
- Bedroom 5 – 2 Twin-over-Full bunks • Ensuite bath
✦ Kitchen ✦
Cook, bake, or entertain with:
- Espresso & Drip Coffee makers (coffee/sugar provided)
- 2 full-size refrigerators — great for groups & weddings
- Blender, lobster pot, bakeware, cookware
- Microwave, toaster, kettle, dishwasher
- Place settings & kid-friendly dinnerware
⭐ Location Highlights
- The Ringling Museum of Art – 3.8 mi
- Asolo Repertory Theatre – 3.9 mi
- Sarasota Bradenton Intl Airport (SRQ) – 4.3 mi
- Sarasota Jungle Gardens – 5.2 mi
- Sarasota Opera House – 7.3 mi
- Downtown Sarasota – 7.9 mi
- UTC Mall – 9 mi
- St. Armands Circle – 9.4 mi
- Nathan Benderson Park – 9.7 mi
- Lido Key Beach – 10.2 mi
- Mote Marine Aquarium – 10.9 mi
- Lakewood Ranch Sports Complex – 13.4 mi
- Siesta Key Beach – 14.3 mi
💍 Nearby Wedding Venues!
- Powel Crosley Estate – 3.6 mi
- The Ringling / Ca’ d’Zan – 4.2 mi
- The Ritz-Carlton Sarasota – 7.2 mi
- Marie Selby Botanical Gardens – 8 mi
- Sarasota Yacht Club – 9.2 mi
- Laurel Oak Country Club – 17.8 mi
⛳ Golf & Country Club Highlights!
- Sara Bay Golf Course – 1.6 mi (Donald Ross–designed, private)
- Palm Aire Country Club – 5.7 mi (private, 36 holes + tennis)
- University Park Country Club – 8.6 mi (private, 27 holes + pickleball)
- Bobby Jones Golf Club – 9.6 mi (public)
- Village Green Golf Club – 12.1 mi (public, executive course)
- Tatum Ridge Golf Links – 14.9 mi (public, links-style)
- The Founders Club – 15.9 mi (luxury private club)
✦ Book Your Stay ✦
From sun-soaked beaches and world-class golf to family gatherings and wedding weekends, Picasa is your private haven in Sarasota. Here, a prime location meets a resort-style backyard and Mediterranean design — all crafted for unforgettable memories.
✨ Book your stay at Picasa today and experience Sarasota’s best, from luxury at home to adventure at your doorstep.
⭐ Pet Friendly!
- Prior approval is kindly required. We allow up to 3 dogs.
- $200/stay/first pet, $100/stay/second pet, $100/stay/third pet.
- Must be fully house-trained.
- Must be completely cleaned up after.
- Leashed at all times when not in a fenced area.
- Crated indoors when not home with the pet.
- If barking becomes an issue during your stay, alternative arrangements must be made.
- Not allowed on indoor furniture, bedding, or in the pool or spa.
Kindly Note!
- For your peace of mind, surveillance cameras are located around the exterior of the house (located by the front door, the side courtyard and by the pool equipment). No inside cameras, and none overlooking the pool and spa.
- Noise monitors inside and outside the house do not record voice or conversation, they only monitor decibels.
- The pickleball court size is 20 ft. x 44 ft.
- We provide free parking on the premises (our driveway can fit up to 5 cars).
- Guests are responsible for refilling the BBQ grill’s propane tank.
- The heated pool feature is available for an extra $20/night or $400/month (offered from October till May). If you would like to purchase the pool heating feature, please note that it covers the entirety of your stay, and the pool heater may take up to 48 hours to reach the desired temp, so kindly let us know a week before you check-in.
- Pool settings are all scheduled. When booked, pool heat is set to 85 degrees, however, pool temps are impacted if the weather drops below 60 degrees. So, unfortunately, pool temperatures cannot be guaranteed.
- For your comfort, our home is treated quarterly by a professional pest control company. But given our tropical climate, you may still see the occasional bug. Please keep doors and screens closed to help prevent bugs from entering, as no compensation will be provided for any bugs that may come inside.
- Liability/Risk: The hosts/co-hosts are not responsible for any accidents, injuries or illness that occurs while ON or OFF premises while using equipment provided as part of the rental, including but not limited to pool, spas, stairs or playsets. By accepting this reservation, it is agreed that all guests are expressly assuming the risk of any harm arising from their use of the premises and equipment taken off the premises. This also applies to others whom the guest invites to use the premises or equipment.
IMPORTANT NOTE: For the security of our guests, every guest who enters the home during your stay MUST be listed on the reservation or disclosed to the host. Please, make sure to register the correct number of guests. Undisclosed guests who are not included in the official confirmation can place your stay at risk for early termination without a refund, and can incur an additional charge of $25/guest.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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- Pool
- Hot tub
- Kitchen
- Washing machine
9.8 out of 10, Exceptional, (119 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
$150/stay/pet. A maximum of 3 dogs allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
We should mention
A car is recommended for transport to and from this property
About the area
Sarasota
Located in Whitfield Estates, a neighbourhood in Sarasota, this holiday home is near theme parks and on the waterfront. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Lido Beach and Nathan Benderson Park. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at IMG Bollettieri Tennis Academy. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and horse riding nearby.

Sarasota, FL
What's nearby
- Sarasota International Convention Center - 5 min drive - 4.1 km
- University of South Florida Sarasota - 6 min drive - 5.5 km
- New College of Florida - 7 min drive - 6.1 km
- Powel Crosley Estate - 7 min drive - 5.5 km
- John and Mable Ringling Museum of Art - 8 min drive - 7.2 km
Getting around
Restaurants
- RaceTrac - 4 min drive
- Cafe Havana - 3 min drive
- KFC - 3 min drive
- Anna Maria Oyster Bar - 5 min drive
- Taco Bell - 5 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
9.6/10
Communication
9.0/10
Location
9.6/10
Listing accuracy
Reviews
30 Nov, 2025
Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Nov 2025
10/10 Excellent
Christi P.
12 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christi P.
Stayed 5 nights in Aug 2025
10/10 Excellent
Timothy L.
15 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Timothy L.
Stayed 5 nights in Jun 2025
8/10 Good
Rolf R.
12 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rolf R.
Stayed 7 nights in Dec 2025
10/10 Excellent
Roberta S.
4 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time with family and friends!
Roberta S.
Stayed 5 nights in Jun 2025
10/10 Excellent
Michelle L.
19 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay in Sarasota!
Michelle L.
Stayed 7 nights in Apr 2025
10/10 Excellent
Audrey W.
28 Apr, 2025
Liked: Cleanliness, check-in, communication, listing accuracy
Great Stay!
Audrey W.
Stayed 6 nights in Apr 2025
10/10 Excellent
Ashley G.
2 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Huge pool and nice layout
Ashley G.
Stayed 14 nights in Apr 2024
10/10 Excellent
Daniela M.
5 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home for a large group!
Daniela M.
Stayed 3 nights in May 2024
10/10 Excellent
Tonia H.
31 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway. Family reunion
Tonia H.
Stayed 5 nights in Jul 2024
10/10 Excellent
Heather S.
14 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Celebrating our 30 year anniversary
Heather S.
Stayed 6 nights in Jul 2024
10/10 Excellent
Jen C.
6 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great multigenerational family stay
Jen C.
Stayed 3 nights in May 2024
10/10 Excellent
Rashidah S.
25 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Home away from Home
Rashidah S.
Stayed 4 nights in Jul 2024
10/10 Excellent
Anetka P.
25 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Home away from home
Anetka P.
Stayed 5 nights in Jun 2024
10/10 Excellent
annie z.
19 Jan, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay and great hosts
annie z.
Stayed 5 nights in Dec 2023
10/10 Excellent
Michelle M.
19 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient House for Team
Michelle M.
Stayed 3 nights in Nov 2023
6/10 Okay
kay f.
20 Oct, 2023
Liked: Check-in, location
Disliked: Cleanliness
Happy/Unhappy
kay f.
Stayed 9 nights in Oct 2023
10/10 Excellent
Megan P.
10 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Megan P.
Stayed 4 nights in Nov 2025
About the host
Hosted by Jenny & Kenny
Welcome to our STAYAWHILE vacation rentals!
Kenny and I have a long-standing passion for customer service, real estate, and hospitality, so being part of the VRBO family is like our second nature. We know how easy it is to get swept up by the business of our lives, but we truly believe in the restorative power of relaxation. Your leisure time is precious, so whether you seek a solo experience or a getaway with friends and family, please know that we offer the highest possible experience in the best of locations: Destin, Navarre Beach, Pensacola Beach, Bradenton, Sarasota, and Broken Bow Oklahoma.
We invite you to consider each of our first-class rentals for yourself. All homes are designed and furnished by professional interior designers, and we are diligent in equipping them with desirable amenities that will add to the quality of your experiences. We go above and beyond for our family, and we know that you do, too. Let us serve you for your next getaway! We will welcome and honor you as our guest!
Hosted by Jenny and Kenny
Kenny and I have a long-standing passion for customer service, real estate, and hospitality, so being part of the VRBO family is like our second nature. We know how easy it is to get swept up by the business of our lives, but we truly believe in the restorative power of relaxation. Your leisure time is precious, so whether you seek a solo experience or a getaway with friends and family, please know that we offer the highest possible experience in the best of locations: Destin, Navarre Beach, Pensacola Beach, Bradenton, Sarasota, and Broken Bow Oklahoma.
We invite you to consider each of our first-class rentals for yourself. All homes are designed and furnished by professional interior designers, and we are diligent in equipping them with desirable amenities that will add to the quality of your experiences. We go above and beyond for our family, and we know that you do, too. Let us serve you for your next getaway! We will welcome and honor you as our guest!
Hosted by Jenny and Kenny
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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