Properties

$725-3,270/night

Coastal Duo

$725-3,270/night

Coastal Duo

The Coastal Duo-Bliss & Olive Retreat is a private, side-by-side coastal compound on Vilano Beach, blending the spacious luxury of Bliss with the chic charm of Olive. Together, these two beautifully designed homes sleep up to 20 guests (7 bedrooms, 5 baths) and feature a heated pool, spa, hot tub, firepit, and covered decks—just two blocks from the beach and 5 miles from historic downtown St. Augustine.

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$149-504/night

Coconut Cottage

$149-504/night

Coconut Cottage

"The Coconut Cottage" is a little treasure in Vilano Beach only 3 miles from historic downtown. 2 bedroom , 2 bath, hot tub, walk to the beach along dune trail through windswept Florida oaks. Intracoastal waterway dock and boat ramp only 2 streets away. Salty Floridian Chic design. Comfortable beds inside, handicap friendly. Back courtyard has beautiful oak tree backdrop, lounging furniture and bubbling fountain.

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$492-2,507/night

Family Tides

$492-2,507/night

Family Tides

Welcome to "FAMILY TIDES" at Vilano Beach, 2 buildings side by side to create a great family retreat! Together Sleeps 16 people (10 Adults 6 children 12 and under)

-High Tide Unit is a 4 bedroom/3.5 bath (2 Master bedrooms w/ensuite bath)

-Low Tide Unit 2 bedroom/2 bath (1 Master bedroom w/ensuite bath)

-With only a 2 minute walk you will be on the beach!

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$243-1,406/night

Pink Flamingo

$243-1,406/night

Pink Flamingo

Welcome to Pink Flamingo!
- 1 block from beach
- Roomy home sleeps 10 (4 separate bedrooms)
- Hot tub spa, heated pool
- Tropical lush backyard, covered lanai (no bugs)
- Beach wagon, chairs and toys
- Keurig and regular coffee pot
- BBQ Grill
- Master Bedroom (King Bed, TV, Master Bath, Separate Sinks, Soaker Tub, Shower, Toilet Room, Walk in Closet) 
- 5 min drive to downtown St. Augustine
- Walking distance to grocery store, restaurant and gas station
- Half a block to tennis, basketball, pickle ball, playground, picnic pavilion

 

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$164-545/night

Sea Olive

$164-545/night

Sea Olive

The Sea Olive is a chic new 2BR/2BA cottage in Vilano Beach, completed February 2026 — just 5 miles from historic St. Augustine. This open-concept Great Room home features a fully stocked kitchen, dining for six, and two queen bedrooms and two full bathrooms.

Relax outdoors on a large covered deck with hot tub, turf yard, wood firepit, and corn hole, or enjoy sunrise and sunset from the front porch rockers. Short walk to pristine Vilano Beach. Ideal for couples, families, and honeymooners.

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$273-1,257/night

SeaBreeze

$273-1,257/night

SeaBreeze

Welcome to "The Seabreeze" at Vilano Beach! 4 bedroom 3.5 bath (2 Master bedrooms w/ensuite bath)/short walk to pristine secluded shore/Spacious kitchen & family room/Private back yard & patio/fully fenced back yard/private drive for 4 cars, designed with local coastal art.

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$254-1,438/night

Sunnyside of Fifth

$254-1,438/night

Sunnyside of Fifth

Welcome to the Sunnyside of Fifth!
A bright, spacious home located in a quiet neighborhood on Vilano Beach. 10 minutes to historic St Augustine, 3 min walk to beach and walking distance to 3 restaurants.
Sunny is 1 level, 4 bedroom, 3 full bath pool home that sleeps 12. Fully equipped with amenities to make you feel right at home. Enjoy our private backyard with heated pool, 7 seat hot tub, BBQ Grill and cushy seating. Boaters welcome! Our large driveway fits your truck and trailer!

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$245-1,292/night

The Palms

$245-1,292/night

The Palms

Welcome to The Palms!
- Ocean views 3rd deck
- Newly furnished
- 2 Master Bedrooms
- Large .42 acre lot with Ocean Views
- Over 50 Palm Trees on-site
- Private HEATED pool, decks, covered patio
- 3 story home has a 2 separate entrances
- Full Kitchen and Kitchenette
- Beach Wagon, Chairs, Boogie Boards
- Tree swing, spacious play area
- Golf cart rental available through private rental company, contact for more information. 

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$872-4,292/night

The Pink Palm Retreat

$872-4,292/night

The Pink Palm Retreat

The Pink Palm Retreat a side-by-side coastal homes across the street from Vilano Beach. This one-of-a-kind getaway features private pools, ocean views, and spaces designed for large groups who want both togetherness and privacy. Perfect for multi-family vacations. The Pink Palm Retreat offers the space, comfort, and coastal charm.
✨ Sleeps up to 21 guests
🏡 2 Homes | 7 Bedrooms | 4.5+ Bathrooms
🌊 Ocean views | Two private pools
📍 Beach access across the street | Walk to shops & dining

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$129-667/night

True Blue

$129-667/night

True Blue

True Blue Cottage

- Newer pet friendly Beach Cottage
- Located steps from intracoastal water
- Steps from Boating Club Dock (launch toys)
- Beach Access a 1/4 mile away (5 min. walk)
- 3 Blocks to Aunt Kates Restaurant
- Downtown St. Augustine is a 7 min. Drive
- Amazing Outdoor Space for Lounging, BBQ Grill
- Walking Distance to North Beach Park + Locket Bridge
- 4 large HDTVs
- 3 miles to Guana State Park

The exterior property is monitored by cameras. For privacy there are NO cameras inside the home.

Security Hold of $400 is processed through vilano101 for any potential damages. A signed renters agreement is required once booked. 

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$262-1,494/night

Vilano Bliss

$262-1,494/night

Vilano Bliss

Welcome to Vilano Bliss!
A home perfect for larger families 
- 3 King Bedrooms with TVs, 2 Master Suites
- 2 Queen Bedrooms

- 1 Queen Sleeper Sofa, 2 twin Sleeper Chairs

- 3 Full Bathrooms (2 Showers, 1 tub/shower combo)

- 2 Family Rooms  
- Private HEATED POOL and SPA, 2 decks, covered front patio
- Beach Wagon, Chairs, Boogie Boards
- Full Kitchen, Indoor and Outdoor Dining, BBQ Grill

Guests who book have the option to rent a golf cart direct through property manager

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