UPDATED 2BDR W/LOFT IN SEASIDE ! 1 BLK TO BEACH, Villa Whimsey, sleeps 8!
4.7
Outstanding(43 Reviews)House in Seaside, FL
8 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
2 QUEEN, 2 TWINS WITH TRUNDLES (Twin trundles accommodate smaller children)
Seaside is a place of whimsey for adults and children alike. Villa Whimsey, located on Tupelo Street, Seaside's first street, with easy access to the dazzling white beach and sparkling turquoise water for which the Gulf of Mexico and Seaside are famous, is the perfect place to call home during your visit.
The wrap-around screened porch on the ground level immediately invites you to read, visit, or just hang out. It also welcomes you to the best of all possible beach house designs. A queen master suite, including a full bath (bathroom functions as shower faucet only) and a private screened porch with a glider, a queen bedroom and bath, and the all important outside shower complete the ground floor.
The second floor is an open, airy and light-filled dining room, kitchen, and living room with plenty of room for socializing with family and friends. Two decks encourage you to wake up slowly and then entice you to watch the sunset over the distinctive roofs of Seaside as another day comes to a close. A third-floor sleeping loft with views of the sky further adds to the ambiance of being at the beach. The full bath has a whimsical claw-footed tub and a stained glass window. There are two twin beds with trundles in the loft.
Villa Whimsey makes a restful and relaxing retreat for all. Villa Whimsey is two doors from the Tupelo Street Gazebo, a favorite gathering place for young and old. The Children's and Recreation Areas are close by, along with unforgettable restaurants and boutiques. It is said that "all streets in Seaside lead to the sea" and Tupelo is no different. Your special treat is that your gateway to the beach is the Tupelo Street Beach Pavilion.
* 5 night minimum Spring, Spring Break and Summer | 3 night minimum Fall | 2 night minimum Winter. Must be 25 years of age to rent and sign registration.
FEATURES:
* Features 1,439 square feet
* Private Seaside residential beach at Tupelo Pavilion
* 3-minute walk, 176 yards to beach access
* Private driveway
* Third-floor loft
* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
* Access to 3 swimming pools, 5 Clay tennis courts & 3 Pickleball courts (court fees apply), and a fitness center
* Welcome tote with 2 beach towels and a complimentary bottle of wine , and 2 complimentary rental bikes for pickup at Seaside Transit Authority
* Personalized service throughout your stay with starter amenities provided.
* 2 parking passes for two-bedroom and larger homes issued. A golf cart is considered a car, and for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit.
* No pets allowed
* Tankless water heater
STR23-002234
Seaside is a place of whimsey for adults and children alike. Villa Whimsey, located on Tupelo Street, Seaside's first street, with easy access to the dazzling white beach and sparkling turquoise water for which the Gulf of Mexico and Seaside are famous, is the perfect place to call home during your visit.
The wrap-around screened porch on the ground level immediately invites you to read, visit, or just hang out. It also welcomes you to the best of all possible beach house designs. A queen master suite, including a full bath (bathroom functions as shower faucet only) and a private screened porch with a glider, a queen bedroom and bath, and the all important outside shower complete the ground floor.
The second floor is an open, airy and light-filled dining room, kitchen, and living room with plenty of room for socializing with family and friends. Two decks encourage you to wake up slowly and then entice you to watch the sunset over the distinctive roofs of Seaside as another day comes to a close. A third-floor sleeping loft with views of the sky further adds to the ambiance of being at the beach. The full bath has a whimsical claw-footed tub and a stained glass window. There are two twin beds with trundles in the loft.
Villa Whimsey makes a restful and relaxing retreat for all. Villa Whimsey is two doors from the Tupelo Street Gazebo, a favorite gathering place for young and old. The Children's and Recreation Areas are close by, along with unforgettable restaurants and boutiques. It is said that "all streets in Seaside lead to the sea" and Tupelo is no different. Your special treat is that your gateway to the beach is the Tupelo Street Beach Pavilion.
* 5 night minimum Spring, Spring Break and Summer | 3 night minimum Fall | 2 night minimum Winter. Must be 25 years of age to rent and sign registration.
FEATURES:
* Features 1,439 square feet
* Private Seaside residential beach at Tupelo Pavilion
* 3-minute walk, 176 yards to beach access
* Private driveway
* Third-floor loft
* Peacock Alley Linens - Fresh and luxurious Peacock Alley towels and sheets throughout the home
* Access to 3 swimming pools, 5 Clay tennis courts & 3 Pickleball courts (court fees apply), and a fitness center
* Welcome tote with 2 beach towels and a complimentary bottle of wine , and 2 complimentary rental bikes for pickup at Seaside Transit Authority
* Personalized service throughout your stay with starter amenities provided.
* 2 parking passes for two-bedroom and larger homes issued. A golf cart is considered a car, and for non-homeowners visiting Seaside are prohibited. Special circumstances and medical needs requests require a golf cart permit.
* No pets allowed
* Tankless water heater
STR23-002234
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Map of Seaside, FL
Reviews
4.7
Outstanding(43 Reviews)4.7
Very smooth booking with clear and timely communication. Check in was easy as well. The cottage had everythingwe needed for a relaxing and comfortable stay. We would definitely stay here again!
4.7
Location! Location! Location! Wonderful location to the beach and to the shopping areas! Beautiful home and we felt spoiled by the hosting company. They were wonderful with communicating and making sure we had all of our needs ! Would definitely book again!
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We stayed in Villa Whimsey and loved it. It is a 3 min walk to the beach, 4 min walk to town center and 1 min to fitness. All much faster on bikes. The management team was so helpful and responsive. The loft is a tub only and bathroom for kiddos or tiny adults as the ceiling is low. We had a great time and loved beach time, pool time and dinners at home with the grill and full kitchen. The town at night was the place to be! We hope to return and loved everything about Seaside.
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
I love this place! The house was adorable. I stayed at this vacation home for three nights with a friend. The space was excellent and the walk to the beach and other activities was short. Great location!
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Perfect place, perfect location, perfect vacation!
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
I loved everything about this house! The location was perfect to the beach, the square and anywhere else you’d want to go. Homeowners went above and beyond to make sure our stay was seamless and they were always available for any questions I had. I’ll definitely be staying at Villa Whimsey next year!!!
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great location. Fun house layout for a family of five. Couldn’t have drawn up a better vacation.
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Thoroughly enjoyed our adult family stay at Villa Whimsy! Kitchen was well stocked for meal prep. Plenty of space for family of 6. Location is near adult pool & fitness center. The house stayed nice and cool. Lovely cottage is gently used and quintessential Seaside. Highly recommend!
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
It's always a good day when in Seaside. Staying at Villa Whimsey, an older property, allowed us to experience the charm of what Seaside was, and is. The layout is very conducive to relaxation and fun. From the wrap around porch, to the decks in the back, and the open concept living area, it's a great place to leave all of the stresses and worries of life behind. It's in walking distance to all of the amenities that Seaside has to offer.
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
I loved staying here. It was perfect for our family of 5. It's nice enough without being too nice where you are afraid your kids will mess something up. I truly loved our time here. If you have a kid in a pack n play, the primary bathroom is large enough for your pack n play. The second guest room doesn't get too much morning light and so our kids miraculously slept in.
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Absolutely loved this cottage just a few blocks walk to the square or to the beach and about 5 minutes walk to the pool and gym facility. Very well kept and, with three bedrooms and three full baths, it's just the right size for a large family with kids. The bottom floor housed two bedrooms with queen beds and the loft (third floor) had two twin trundle beds making the potential for four twin beds. The kitchen/dining/living area on the 2nd floor was fully stocked with everything you need including all your quality pots/pans and cooking needs (I very seldom see this in a rental property). Even had both a Keurig and a regular coffee pot. The living area TV was full of features with just about every streaming channel active. Also loved the outdoor spaces including 2nd floor rear balcony and front porch. We would definitely stay here again. The only minor complaint might be the singular AC unit which had a hard time adequately cooling the upper floor loft without freezing everyone on the first floor.Thanks again Homeowner's Collection for making every aspect of our stay worry-free.
4.7
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Immediately when walking in, the house was bigger than expected and had everything we needed. We had a baby and a 5 year old which accommodated everything perfectly. Everything was kept nicely, and it's not too far of a walk from the square or the beach.
4.7
Great rental with fantastic location!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great location - close to adult and family pool! Also, it is a quick walk to the beach and Seaside Shopping. Great loft area for kids! The kitchen is well stocked with a coffee pot, Keurig, and all you need to cook! There is a charcoal grill which we enjoyed using one night! Overall, we loved this rental for our family!
4.7
Awesome!!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Villa Whimsey was a wonderful beach house! It was roomy, yet cozy, and had everything we needed and wanted!! Highly reommend!!
4.7
Villa whimsey was lovely!
Rating Details:
The property manager was very helpful.
The vacation rental was clean.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We had a great time staying at the Villa Whimsey! Seaside is a magical town and the house was perfect for our needs. Homeowners collection was great with assisting with any questions and accommodating us I would definitely recommend staying here!
4.7
Rating Details:
The property manager was adequately helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The AC was either working incredibly well or it wasn’t because the bottom floor with all the beds was freezing. We had to sleep with all the blankets. We told the rental company but they kept saying “heat rises”. Yes that’s true, the bunk room was incredibly hot but the rest of the house was freezing. By the end of the trip we all slept on the couch or in the loft. We were grateful they let us spent two extra nights but next time I’ll bring warm long underwear.
4.7
Accommodating but cold
Rating Details:
The property manager was adequately helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The AC was either working incredibly well or it wasn’t because the bottom floor with all the beds was freezing. We had to sleep with all the blankets. We told the rental company but they kept saying “heat rises”. Yes that’s true, the bunk room was incredibly hot but the rest of the house was freezing. By the end of the trip we all slept on the couch or in the loft. We were grateful they let us spent two extra nights but next time I’ll bring warm long underwear.
4.7
Great last minute find
Rating Details:
The property manager was more than helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Property was just as described and we had a terrific time in Seaside!
4.7
We had a great time. The property was perfect. Very clean, very convenient to the beach and to several restaurants. We will definitely stay again!
4.7
Weekend with my daughters
We had a great time. The property was perfect. Very clean, very convenient to the beach and to several restaurants. We will definitely stay again!
4.7
Nice getaway for my family
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
It was so nice to walk into a nice clean vacation rental and immediately greeted with gifts! I really appreciate the text check ins and everyone we talked to was so accommodating! The house was perfect for our family and we had a great time. We will book again most definitely!
4.7
Villa Whimsey was perfect for our Seaside Escape! Everyone had a great time!
4.7
Seaside escape
Villa Whimsey was perfect for our Seaside Escape! Everyone had a great time!
4.7
Homeowners Colkection was the best property managers I have encountered.
4.7
Loved this house! Everything was perfect! The house was stocked with everything you need for a relaxing vacation. Highly recommend!!
4.7
Great vacation. Wonderful home, easy beach and pool access.
Homeowners Colkection was the best property managers I have encountered.
4.7
Wonderful Experience!!
Loved this house! Everything was perfect! The house was stocked with everything you need for a relaxing vacation. Highly recommend!!
4.7
The house was a perfect size for what we needed. The location to the beach, pool, shops and restaurants are within walking distance. We had a really nice time. We will definitely stay there again.
4.7
Spring Break Vacation
The house was a perfect size for what we needed. The location to the beach, pool, shops and restaurants are within walking distance. We had a really nice time. We will definitely stay there again.
4.7
Cozy bungalow. Great location.
4.7
Villa whimsey
Cozy bungalow. Great location.
4.7
Rating Details:The property manager was more than helpful.The vacation rental was very clean.I was very happy with the location.I was satisfied with the condition of the vacation rental.Overall, I recommend this vacation rental.Reviewer Comments:Cute cottage, very convenient to Seaside. The house is older, but well maintained. The temperature in the loft area was not as well regulated as the other parts of the house. The living room furniture could use an update (not very comfortable, and did not smell fresh). Check-out time is way too early! Overall, we were pleased.
4.7
Convenient and Cozy
Rating Details:
The property manager was more than helpful.
The vacation rental was very clean.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Cute cottage, very convenient to Seaside. The house is older, but well maintained. The temperature in the loft area was not as well regulated as the other parts of the house. The living room furniture could use an update (not very comfortable, and did not smell fresh). Check-out time is way too early! Overall, we were pleased.
4.7
Cute, perfectly sized for us (family of 4). Easy walk to most things.
4.7
Nice place. Great location
Cute, perfectly sized for us (family of 4). Easy walk to most things.
4.7
Best beach house!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Two families, 8 people total, and this house was the perfect fit! Such a sweet home with comfy beds, beachy feel and clean clean clean. You can walk anywhere from her- just a block from the beach. All 4 kids slept upstairs (which is the hottest room but with the fans provided upstairs, it cools off immediately). Thank you for an awesome house to stay in! We will be back!!
4.7
Great Vacation Home
My family enjoyed our stay very much. The house and neighborhood were perfect. House was in easy walking distance to town area and beach. House had everything we needed.
4.7
Could be a total gem
Rating Details:
The property manager was very unhelpful.
The vacation rental was very dirty.
I was very happy with the location.
I was somewhat dissatisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
House has a great location and is super cute. Found the Homeowners’ Collection staff to be surprisingly surly and the rental not to be ready for us upon arrival. The cleanliness of the rental was poor, and we asked for the cleaners to return to sweep the floor, clean mildew and conditioner out of the shower, and vacuum an excessive amount of pet hair off the rugs. We changed the air filter ourselves as they were so filthy. For the amount of special cleaning fees we paid for during coronavirus, we were shocked that basic cleaning was incomplete. We had a great trip anyway. The beach is fabulous and the town is so fun, but this house has a bunch of deferred maintenance that should be addressed.
4.7
Spring Break Delight
We love Seaside and Whimsey was a cute and perfectly located property. The home does need some minor repairs to the windows (frames falling apart) and to screens on the porch but these are minor and should not make you overlook this charming place.
4.7
A relaxing cottage with treehouse vibes
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We stayed here with two children and other family members — 7 total. It was a perfect size for us! Almost every room has access to a balcony! Location proximity was located equidistant from the beach and the pool/playground and was situated perfectly for us. The third (half story) loft was precious, but the twin beds with trundles up there are best suited for kids. We thoroughly enjoyed our quick stay at this sweet house! We also very much recommend staying with Homeowners Collection for making the process and the stay very easy!
FAQs
How much does this house cost compared to others in Seaside?
The average price for a rental in Seaside is $743 per night. This rental is $97 less expensive than the average.
Is parking included with this house?
Yes, parking is listed as an amenity at UPDATED 2BDR W/LOFT IN SEASIDE ! 1 BLK TO BEACH, Villa Whimsey, sleeps 8!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at UPDATED 2BDR W/LOFT IN SEASIDE ! 1 BLK TO BEACH, Villa Whimsey, sleeps 8!. Enjoy the water!
Is UPDATED 2BDR W/LOFT IN SEASIDE ! 1 BLK TO BEACH, Villa Whimsey, sleeps 8! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at UPDATED 2BDR W/LOFT IN SEASIDE ! 1 BLK TO BEACH, Villa Whimsey, sleeps 8!?
We found 9 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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Looking to create some memories in Seaside? Look no further than our House, EXPANSIVE PORCHES, SHORT WALK TO TOWN & BEACH! Saratoga cottage. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Start earning One Key rewards
SUNDECK, MULTIPLE PORCHES, UPDATED & CLOSE TO BEACH IN SEASIDE! Belle Vernon
House
in Santa Rosa Beach8 guests · 4 bedrooms · 3 baths
Garden · Pool · Kitchen or Kitchenette
The best choice in Seaside for House, for $762 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
SIX HOUSES TO BEACH IN SEASIDE! UPDATED, GREAT OUTDOOR SPACES! Shell Station
House
in Santa Rosa Beach8 guests · 3 bedrooms · 2 baths
Pool · Kitchen or Kitchenette · Air conditioner
Experience vacation in Seaside with our House, SIX HOUSES TO BEACH IN SEASIDE! UPDATED, GREAT OUTDOOR SPACES! Shell Station. Enjoy amenities such as Air conditioner, Dishwasher and Fireplace, and more.
$$$$
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Biggest Sale of the Year - 20% OFF 2025 Dates! WaterColor Beach Club Access & Bikes Included.
House
in WaterColor10 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Nestled in Seaside, this House is perfect for your next vacation. Enjoy Biggest Sale of the Year - 20% OFF 2025 Dates! WaterColor Beach Club Access & Bikes Included.'s top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
Double Swing Beds on Porch- Large Outdoor Dining Space-Camp District
House
in Santa Rosa Beach10 guests · 5 bedrooms · 4 baths
Pool · Kitchen or Kitchenette · Air conditioner
Looking for the perfect place to call home during your trip to Seaside? This House offers a comfort and style with top-notch amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.
$$$$
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Holiday Availability! Nestled by Ruskin Place! Walk to Town Square! Propane Grill for Grilling Out!
House
in Santa Rosa Beach9 guests · 4 bedrooms · 3 baths
Kitchen or Kitchenette · Air conditioner · Internet / Wifi
Most favorited
Soak up the beauty of Seaside in our House, Holiday Availability! Nestled by Ruskin Place! Walk to Town Square! Propane Grill for Grilling Out!. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
Seaside "Forsythe House" | 3BR | Sleeps 8 | Pet Friendly| Roof Top Terrace
Cottage
in Santa Rosa Beach8 guests · 3 bedrooms · 3 baths
Pool · Pets allowed · Kitchen or Kitchenette
This Cottage for $642 in Seaside, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)
$$$$
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Holiday Availability! Phase I Watercolor - Short Walk to Seaside Restaurants and Shops!
House
in Santa Rosa Beach10 guests · 4 bedrooms · 3 baths
Pool · Kitchen or Kitchenette · Air conditioner
Soak up the beauty of Seaside in our House, Holiday Availability! Phase I Watercolor - Short Walk to Seaside Restaurants and Shops!. With a range of amenities such as Air conditioner, Dishwasher and Internet / Wifi, you'll feel right at home.
$$$$
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