Lofty Oasis

Sleeps 10 - 4 Bedrooms - 3.5 Baths
377 San Juan Avenue, Santa Rosa Beach, FL 32459

Lofty Oasis by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.

Lofty Oasis is all about unwinding in style. Fill your days and evenings with poolside lounging, and quiet moments on the two large porches. You’ll love the morning light, afternoon breezes, and evening chats with a neighborhood view. And yes, there’s a private pool!

Highlights:
📍Seagrove
👣.4 mile to San Juan Public Beach Access
👙Private pool! With optional heat!
🛌3 bedrooms, a loft, 3 full baths, 2 half-baths
🚲5 bikes!
🔥Gas grill
🦞4-star restaurants

Inside, the main living area is bright, open, and ready for good times.

The dining table’s got room for big meals and board games, while the fully stocked kitchen is set for pancake flipping or late-night snacking.

The primary suite, king, features a private bath, plus there's a half bath and a laundry room that leads right to the backyard. And the pool!

Cool off, soak up the sun, or lounge in the covered hangout space, with a half bath, outdoor shower, and cornhole for some friendly competition.

Upstairs, another primary suite, king, brings the luxury, with a private bath, while a guest room, queen, also features an extra twin bed and a loft with bunk beds and a twin, to keep things comfy. Plenty of room for the whole crew!

Lofty Oasis is made for memory-making, laugh-til-you-cry moments, and a whole lot of fun. Pack your bags, rally your crew, and get ready for a good time!

At Oversee 30A, we keep it simple: clean, comfy stays with a local team always close by. Our office is nearby, open seven days a week, with 24/7 support if you need anything.

Overview:
- .4 mile to the beach (San Juan Public Beach Access)
- 3 bedroom (plus loft), 3 full baths, and 2 half baths
- Propane grill
- Wi-Fi
- Private pool (can be heated seasonally for an additional $55.00 per day, contact Oversee for details)
- 5 bikes included

Overnight:
FIRST FLOOR
- Primary Bedroom: King bed, private bath, TV
SECOND FLOOR
- Primary Bedroom: King bed, private bath, TV
- Guest Bedroom: Queen bed, single twin bed, shared hall bath, TV
- Bunkroom Loft: Twin over twin bunk beds, shared hall bath, TV

Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.

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House Rules

Who can stay.

  • Guests Maximum10 guests maximum
  • No petsNo pets

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Indoor

  • Wireless internetWireless internet

Entertainment

  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board

Outdoor

  • BalconyBalcony
  • Private poolPrivate pool
  • Private heated poolPrivate heated pool

Complimentary Items

  • 5 Oversee bikes5 Oversee bikes
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Bed and Baths

1st Floor

Primary Bedroom

1 King bed

full bathroom

 

half bathroom

 

2nd Floor

bedroom

1 Queen bed 1 Single bed

bedroom

1 Single bed 1 Single bed 1 Single bed

Primary Bedroom

1 King bed

full bathroom

 

full bathroom

 

Location

Upcoming Events

Sun, December 7

Aaron Sheppard

Seagrove
Live Music Live Music

Aaron Sheppard is scheduled to perform live from 10 AM to 2 PM.

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Sun, December 7

A Tribute to Elton John

Seagrove
Arts & Culture Arts & Culture

Event Information The event is scheduled for either November 9th or December 7th. The show begins at 6:30 PM and will be held live on the main stage at the Old Florida Fish House. For guests who purchased tickets including dinner and preferred seating, they are asked to arrive at 5:00 PM for dinner. These ticket holders will have seating closer to the stage. The show runs from 6:30 PM to 9:00 PM. Guests with "Show only" tickets should arrive between 6:00 PM and 6:30 PM. If they wish to eat from the normal dinner menu before the show, they are advised to make a reservation between 4:30 PM and 5:00 PM to allow enough time to finish their meal. The specific menu for preferred seating ticket holders includes the following options: Soup or Salad: Gulf Coast She Crab Soup with Blue Crab Flitters OR Legacy Hydroponic Red Romaine Caesar Salad with Crispy Pecorino Romano Croutons. Entrée: Risotto Gamberetto (Prawns) with Roasted Acorn Squash, Fava Beans, Arugula, and Charred Citrus Beurre Blanc OR Texas Raised Akaishi Herb and Garlic Roasted Tri-tip with Dauphinoise Potatoes and Toasted Pink Peppercorn Cognac Cream OR Joyce Farm Chicken Florentine with Creamy Pernod Spinach, Saffron Capellini Pasta, and Balsamic Glazed Asparagus. Dessert: A Chef's Collection Black and White Petit Four. The menu is subject to change. Tickets are limited and non-refundable. Guests with any questions are asked to email the provided address.

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Mon, December 8

Alex Napier-Main Stage

Seagrove
Sports & Games Sports & Games

Alex Napier will be performing live on the Main Stage from 6:30 PM to 9:30 PM.

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Tue, December 9

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier is scheduled to perform live on the Main Stage from 6:30 PM to 9:30 PM.

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Wed, December 10

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier is scheduled to perform live on the Main Stage from 6:30 PM to 9:30 PM.

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Thu, December 11

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

Dueling Pianos-Main Stage can be seen live from 7 PM to 10 PM.

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Fri, December 12

Russ Whitten-Lakeside

Seagrove
Live Music Live Music

Russ Whitten-Lakeside will be performing live from 4:30 PM to 8:30 PM.

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Fri, December 12

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

Gentiva Hospice hosts a monthly Grief and Loss Support Group open to anyone in the community who has experienced the loss of a family member or friend, regardless of whether they received hospice care. This supportive gathering offers a safe and compassionate environment for individuals to share, connect, and find comfort among others who understand their experience. The group meets on the second Thursday of each month from 3:00 PM to 4:30 PM at Gentiva Hospice, located at 732 Baldwin Ave, Suite A, DeFuniak Springs, FL 32435. For further details, individuals can contact Chaplain Thom Phillips by phone at 850-951-9849 or via email.

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Sat, December 13

Brunch Buffet with Santa

Seagrove
Family Fun Family Fun

A fun-filled evening awaits attendees at Beach Camp Brewpub's Trivia Night, starting at 6 PM. Guests are encouraged to bring their friends to test their knowledge while enjoying food, cold drinks, and great company. Whether someone is a trivia professional or simply looking for a few laughs, it offers a perfect way to spend a night by the beach.

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Sat, December 13

Holiday Wine Market

Seagrove
Food & Drink Food & Drink

The Daytrader Tiki Bar & Restaurant announced the return of "Miracle at The Daytrader," celebrating its third holiday season as the sole Miracle Pop-Up location in Northwest Florida. Beginning Monday, November 17, the pop-up will feature elaborate festive décor, whimsical holiday themes, and imaginative Christmas-themed cocktails at the 30A seaside location. The Miracle concept, which started in 2014 in New York City, has grown into a global tradition with over 200 locations worldwide, known for its dazzling decorations, cheerful atmosphere, and collectible holiday glassware. The Daytrader, recently named "Best Cocktail Spot on 30A" in the 2025 Hot Spot Awards and led by James Beard Award semi-finalist Chef Nikhil Abuvala, offers a tropical twist on the holidays. This year's menu includes new drinks like the Dancing Sugarplums and Miracle Mouse, alongside popular returning favorites such as the Christmapolitan, Snowball Old-Fashioned, and Jingle Balls Nog. Limited-edition glassware, including festive staples like Santa’s Head, SanTaRex, and Christmas Unicorn, along with new seasonal designs, will be available for purchase. From November 17 through December 31, visitors can enjoy a full Christmas experience at Miracle at The Daytrader, combining tiki culture with holiday kitsch. Guests can sip seasonal cocktails under a thatched roof, surrounded by twinkling lights and eccentric decorations. The Daytrader is open daily from 11 AM to 9 PM and operates on a first-come, first-served basis. As part of its global mission, Miracle will once again donate 10% of all proceeds from select glassware sales (including Santa Pants, Christmas Carol Barrel, and Santa Heads) to the Seva Foundation, a nonprofit dedicated to preventing blindness and restoring sight worldwide.

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Sat, December 13

Russ Whitten-Lakeside

Seagrove
Live Music Live Music

Salt Rock Revival, a classic rock and jams duo, performed free live music brought by local artists.

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Sat, December 13

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

The business hosts a monthly local’s weekend where locals and snowbirds receive a 20% discount on classes. This offer is available during the second Saturday and Sunday of every month. Interested participants are encouraged to call 850-231-0544 to reserve a class.

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Sun, December 14

David Martin-Lakeside Brunch

Seagrove
Live Music Live Music

The Daytrader Tiki Bar & Restaurant announced the return of Miracle at The Daytrader, marking its third holiday season as the sole Miracle Pop-Up location in Northwest Florida. Beginning Monday, November 17, Miracle at The Daytrader will feature elaborate festive décor, nostalgic holiday themes, and unique Christmas-themed cocktails at the popular seaside destination on 30A. The Miracle concept originated in 2014 in New York City and has since grown to over 200 locations globally, spanning the United States, Canada, Europe, Asia, and Central America. The pop-up is recognized worldwide for its spectacular decorations, playful holiday spirit, and collectible seasonal glassware. The Daytrader, recently honored with Best Cocktail Spot on 30A in the 2025 Hot Spot Awards and overseen by James Beard Award semi-finalist Chef Nikhil Abuvala, offers a tropical interpretation of the holidays. This year’s drink menu includes new creations like the Dancing Sugarplums and Miracle Mouse, alongside favorite returning cocktails such as the Christmapolitan, Snowball Old-Fashioned, and Jingle Balls Nog. Limited-edition glassware, including festive items like the Santa’s Head, SanTaRex, and Christmas Unicorn, along with new seasonal designs, will be available for purchase. From November 17 through December 31, both locals and visitors can visit Miracle at The Daytrader for a complete Christmas experience that merges tiki culture with holiday kitsch. Guests can enjoy seasonal cocktails under a thatched roof, surrounded by twinkling lights and eccentric décor, offering a holiday blend unique to Miracle. The Daytrader operates daily from 11 AM to 9 PM, accommodating guests on a first-come, first-served basis. In line with its global mission, Miracle will again contribute 10% of the proceeds from sales of specific glassware (including Santa Pants, Christmas Carol Barrel, and Santa Heads) to the Seva Foundation, a non-profit organization dedicated to preventing blindness and restoring sight globally.

Learn More
Sun, December 14

Russ-Main Stage

Seagrove
Live Music Live Music

The event features Russ performing live on the Main Stage from 6 to 9 PM.

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Mon, December 15

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier can be seen live on the Main Stage from 6:30 PM to 9:30 PM.

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Tue, December 16

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier will be performing live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More
Wed, December 17

Alex Napier-Main Stage

Seagrove
Live Music Live Music

Alex Napier is scheduled to perform live on the Main Stage from 6:30 PM to 9:30 PM.

Learn More
Thu, December 18

Dueling Pianos-Main Stage

Seagrove
Live Music Live Music

Dueling Pianos-Main Stage is scheduled to perform live between 7 PM and 10 PM.

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Reviews - 19

brooke
, NC
Apr 2025 Vrbo
kia
Sep 2024 Airbnb

Great house. Perfect layout. Everything you need in the kitchen. Comfortable beds. Good location. Pool is in constant shade and surrounded by a lot of trees so we didn’t use it because it had debris in it—the only reason I didn’t rate it worth what we paid for the stay. Also a lot of water bugs coming in through unsealed toilets and drains but not sure how much this can be controlled in FL. If a private pool isn’t a factor in the future we would stay again. Not part of Seaside so we couldn’t use amenities like the Seaside gym.

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amanda
Jul 2024 Airbnb

Great guest!

amanda
Jul 2024 Airbnb

Our family had a wonderful time. It was the perfect location 5 mins to Seaside 3 mins to the beach on golf cart. Place had everything that we needed for a family but a golf cart but we rented one so it worked out great ! Pool is a must in this area because it got so hot and we were so glad we went with this house with a pool . Love it and will be back üòä

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ashley
, AR
Jul 2024 Vrbo

Awesome stay!

ashley
Jul 2024 Vrbo

Awesome stay!

haley
Jun 2024 Airbnb

The house and location were amazing. The bikes were definitely appreciated. Having a private pool was so much nicer than using a community pool. The only addition I would recommend is adding a golf cart to get back and forth from the beach.

heather
Jun 2024 Vrbo

We fell in love with Lofty Oasis! The house was perfect! The pool was excellent! It was not too far from the beach. We had the best time here. No one wanted to leave. Having the bathroom outside was great when you were in the pool. Our boys liked riding the bikes more than the golf cart! Our only suggestion would be to add a fan in the tiki hut. We cannot wait to come back!!!

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christina
May 2024 Airbnb

We loved every second of staying at this home! Communication with everyone was impeccable and the pool, outdoor spaces and bedrooms were perfect for my family! We will be coming back.

jihun
May 2024 Airbnb

Better than photos.
No issues.
I really enjoyed here.

emma nichole
Apr 2024 Airbnb

Wonderful house! We had no issues whatsoever. Would stay here again.

jacqueline
Mar 2024 Airbnb

Enjoyed a nice weekend and will be back!

dejka
Mar 2024 Airbnb

Absolutely wonderful rental. The host responded to requests very promptly. Loved this house.

diana
Oct 2023 Airbnb
melanie
Aug 2023 Airbnb

Stayed here with a large group of friends and it was perfect! Walkable to the beach on a quiet road. Beautiful home. Highly recommend!!

logan
Jul 2023 Airbnb

100% will be back!

christopher
Jun 2023 Airbnb

Incredible property within walking distance to the beach.

This home is amazing and has everything you need for a family vacation. The interior, furnishings, and cleanliness were the best we’ve experienced. And the outdoor living
– the pool, grill, patio and seating areas – were a wonderful complement to the nearby beach. So good in fact, we were tempted to skip the beach and stay home! The management company was also super helpful and responsive.

We will judge all future vacations off our experience here.

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aracelys
Jun 2023 Airbnb

It was an excellent experience!

breanne
May 2023 Airbnb

Stayed here with a few friends and it was the getaway we all needed. The space was inviting and located in a beautiful neighborhood. We absolutely loved the pool. Close to grocery store, Alys and Rosemary beach areas. Very clean. Host was super responsive and wonderful to communicate with. Would stay here again!

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Host Family

Diamond Office at Sunnyside

Roy Foreman
Mackenzie Matthews
Joseph Hunter
Haylee Becktel
The Diamond Office is just a short hop from our homes between Seagrove and Watersound, making it easy for us to handle requests with speed and care.

Office location:

Diamond Office at Sunnyside, Florida

Contact Diamond Office at Sunnyside
Guests

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