“Unwind in your own private backyard oasis — complete with a grill, picnic table, firepit, and hammock. Whether you’re sharing stories around the fire, enjoying a family cookout, or simply relaxing, this space is made for making memories.”
Climate-controlled sunroom with comfortable coastal seating, ceiling fan, and dinette for four — perfect for relaxing by day or enjoying the cozy string lights by night
Game on! Our game room is packed with fun for all ages: ping pong, mini golf, foosball, 2-player basketball, and an arcade game featuring Pac-Man plus 14 other classic favorites—hours of friendly competition guaranteed!
Open, airy, and inviting. This cozy living room flows seamlessly into the sunroom through charming French doors. Relax on the comfortable leather couch or oversized swivel chair and enjoy the 55” smart TV—perfect for movie nights and family time.
Everything you need for a perfect beach day at Navarre Beach — Florida’s hidden gem — including chairs, umbrellas, cart, towels, buckets, shovels, boogie boards, and more!

Coastal Navarre retreat between Destin & Pensacola - Holiday Home

3 bedrooms·2 baths
Navarre • Florida
5(60 reviews)

$628.54 USD total for 3 nights

Oct 28 – 31, 2026

Welcome to Pineapple Paradise SGI!
Plenty of room for parking trucks or boats.
Pineapple Paradise SGI
You can easily see the beach, the lighthouse, and Weber's Donuts from the house.
Main floor full kitchen and dining area.

Pineapple Paradise SGI

2 bedrooms·2 baths
Saint George Island • Florida
5(4 reviews)

$786.76 USD total for 3 nights

Oct 19 – 22, 2026

Moana kids' room with bunk bed
Comfort and relaxation is the theme for our master bedrooms. It is complete with a king-sized memory foam bed, a Smart Roku TV for your entertainment needs, and its own spacious en-suite bathroom
Nemo kids' room with a custom bunk bed wall mounted TV, and color changing lights.
Pool with lake-view. (pool heat available)
Beautiful pool and lake-view from the living room.

Lakeview Luxury Villa w/ Pool Heat available

5 bedrooms·3 baths
Davenport • Florida
4.94(80 reviews)

$898.64 USD $798.34 USD total for 3 nights

Oct 19 – 22, 2026

Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

3 bedrooms·3 baths
Holmes Beach • Florida
5(9 reviews)

$14,959.60 USD total for 28 nights

Oct 19 – Nov 16, 2026

Vacation Rental Villa House of Orange at Watersong Resort
Master bedroom Vacation Rental Villa House of Orange at Watersong Resort
Front of Vacation Rental Villa House of Orange at Watersong Resort
Pool at night Vacation Rental Villa House of Orange at Watersong Resort
Entrance Vacation Rental Villa House of Orange at Watersong Resort

House of Orange at Watersong Resort, Davenport FL

4 bedrooms·3½ baths
Davenport • Florida
4.93(14 reviews)

$1,030.00 USD total for 5 nights

Nov 21 – 26, 2026

The Anastasia House St Augustine Vacation Rental
The Anastasia House St Augustine Vacation Rental
The Anastasia House St Augustine Vacation Rental
The Anastasia House St Augustine Vacation Rental
The Anastasia House St Augustine Vacation Rental

The Anastasia House St Augustine Vacation Rental

2 bedrooms·2 baths
St. Augustine • Florida
4.91(218 reviews)

$711.54 USD total for 3 nights

Oct 19 – 22, 2026

Kitchen, island and and dining table
fully furnished kitchen
Stutzman Beach Cottage
Stutzman Beach Cottage
Bedroom 1, Split King Adjustable bed, on-suite bathroom

Stutzman Beach Cottage

3 bedrooms·2 baths
Laguna Beach • Florida
4.95(22 reviews)

$750.40 USD $694.96 USD total for 3 nights

Oct 19 – 22, 2026

Wake up to this amazing view! Beachfront master suite with balcony access and large en-suite master bath.
Beachfront 3BR with Gulf views and beach chairs available in the condo.
Enjoy the balcony!
Kid’s pool!
Beachfront!

Beachfront-Amazing View-Beachfront Master-Balcony!

3 bedrooms·2 baths
Panama City Beach • Florida
5(104 reviews)

$923.96 USD $900.12 USD total for 3 nights

Oct 26 – 29, 2026

On the 4th Floor! Majestic Beach Resort
Located three floors from the beach makes this condo perfect for getting for getting to the beach. There is no need to wait on elevators!
On the 4th Floor! Majestic Beach Resort
On the 4th Floor! Majestic Beach Resort
New appliances January of 2023!

On the 4th Floor! Majestic Beach Resort

1 bedroom·1 bath
Panama City Beach • Florida
5(27 reviews)

$555.60 USD $458.61 USD total for 3 nights

Oct 19 – 22, 2026

Grand Panama Beach Resort: Tower 1-Gulf-front, Tower 2- Beach via walkover tower
Tower 2 rooftop lagoon pool/hot tub with ocean view
Coastal Breeze Retreat!
View of Tower 2 pool deck at night
View of Gulf from garage-top pool (from across the street)

Coastal Breeze Retreat!

3 bedrooms·3 baths
Panama City Beach • Florida
4.81(16 reviews)

$2,492.00 USD total for 4 nights

Oct 19 – 23, 2026

Tropical oasis with private pool
Aerial view of Villa Pine pool area. Gas and charcoal grills
Spacious dining and living area
Beautiful Villa Pine on the right with private pool
Villa Pine is the 2 story home on the right

HOLY MOLY LOCATION !! Pool, Beach, Publix, Shops

4 bedrooms·2½ baths
Lauderdale-by-the-Sea • Florida
4.87(372 reviews)

$1,902.00 USD $1,822.90 USD total for 4 nights

Oct 19 – 23, 2026

Living room and the view
Great views of Gulf from 24' balcony
Great views of Gulf from 24' balcony
Pelican Beach Resort
Pelican Beach Resort

Pelican Beach 518 (2BR)

2 bedrooms·2 baths
Destin • Florida
4.86(295 reviews)

$1,110.72 USD $1,021.51 USD total for 3 nights

Oct 19 – 22, 2026

Living room with ocean view from the balcony
Living room with ocean view from 17th floor
The view, beachfront zero entry pool and hot tub
Gulf and Dolphin Pools
Living room and dining area

Pelican Beach 1710

1 bedroom·2 baths
Destin • Florida
5(308 reviews)
$105 – $576/ night(excl. fees & taxes)
5 mi to Fort Myers & Sanibel Beaches. POOL!
5 mi to Fort Myers & Sanibel Beaches. POOL!
Spacious living room, comfy seating
5 mi to Fort Myers & Sanibel Beaches. POOL!
5 mi to Fort Myers & Sanibel Beaches. POOL!

5 mi to Fort Myers & Sanibel Beaches. POOL!

2 bedrooms·2 baths
Fort Myers • Florida
5(19 reviews)

$703.57 USD total for 5 nights

Oct 19 – 24, 2026

Steps to Beach, Heated Private Pool, Sleeps 20
Steps to Beach, Heated Private Pool, Sleeps 20
Steps to Beach, Heated Private Pool, Sleeps 20
Steps to Beach, Heated Private Pool, Sleeps 20
Steps to Beach, Heated Private Pool, Sleeps 20

Steps to Beach, Heated Private Pool, Sleeps 20

5 bedrooms·4 baths
Destin • Florida
4.93(72 reviews)

$2,426.79 USD $2,213.14 USD total for 3 nights

Oct 19 – 22, 2026

Pool with Heated Hot tub
Living area with Smart TV
Primary Bedroom
Kitchen with bar top seating area and eat in kitchen area
Second Primary Suite

Mickey's Hideaway Haven with Pool and Jacuzzi

4 bedrooms·3 baths
Kissimmee • Florida
4.6(52 reviews)

$836.20 USD total for 3 nights

Oct 22 – 25, 2026

59-web-or-mls-12310 Memorial Hwy-74.jpg
71-web-or-mls-12310 Memorial Hwy-70.jpg
54-web-or-mls-12310 Memorial Hwy-51.jpg
Tampa Event Compound, Hot Tub Bar
DJI_0679-Edit-Edit-Edit.jpeg

Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths
Tampa • Florida
5(48 reviews)

$21,590.00 USD $18,426.50 USD total for 7 nights

Oct 19 – 26, 2026

Renovated Beach Paradise. Ground Floor unit 64 image 1
052-Unit 64-2
059-Unit 64-9
058-Unit 64-8
060-Unit 64-10

Turtle Crawl Inn 64

1 bedroom·1 bath
Longboat Key • Florida
4.88(73 reviews)

$932.25 USD total for 3 nights

Oct 26 – 29, 2026

The treehouse in the woods.
The treehouse
The back deck of the treehouse.
Looking at the living area and ladder to the loft, from the treehouse bed.
Queen bed with loft above in the treehouse

Treehouse Camping Escape

1 bedroom·1 bath
Old Town • Florida
4.89(88 reviews)

$497.50 USD total for 3 nights

Oct 20 – 23, 2026

Spacious living room with all new furniture and 75" Samsung TV
Living room with beautiful ocean view
Master bedroom with a King bed
Master room with a king bed
Master room with beautiful ocean view

Waterscape/View/Free BCH SVC/Lazy River/2Kings

3 bedrooms·2½ baths
Okaloosa Island • Florida
4.93(120 reviews)

$1,185.37 USD total for 4 nights

Oct 23 – 27, 2026

The lanai has a table that seats 8, privacy bushes, 4 lounge chairs & BBQ
The outdoor table under the lanai seats 8 and the pool has a security fence
The Game room has a pool table, air hockey, foosball, & Air Conditioning
Private screened in, heated salt water pool and spa with oversized pool deck
The covered lanai, lounge chairs & basketball hoop, salt water pool & spa

Villa By The Castle

6 bedrooms·4 baths
Kissimmee • Florida
5(385 reviews)

$2,298.38 USD total for 3 nights

Oct 19 – 22, 2026

Downtown Lake Eola Historic House 1 or 2 Bed
Downtown Lake Eola Historic House 1 or 2 Bed
Downtown Lake Eola Historic House 1 or 2 Bed
Downtown Lake Eola Historic House 1 or 2 Bed
Downtown Lake Eola Historic House 1 or 2 Bed

Downtown Lake Eola Historic House 1 or 2 Bed

2 bedrooms·1 bath
Orlando • Florida
4.72(505 reviews)

$329.00 USD total for 3 nights

Oct 26 – 29, 2026

Beautiful beachfront master suite with access to the beachfront balcony and large en-suite master bath.
Spacious beachfront living room with access to the large beachfront balcony.
Spacious beachfront living area with access to the large balcony.
Relax on the spacious beachfront balcony
Balcony access

Spacious Beachfront Condo with Beachfront Master!

2 bedrooms·2 baths
Panama City Beach • Florida
5(88 reviews)

$827.59 USD $807.61 USD total for 3 nights

Oct 24 – 27, 2026

Family Room
Pool/spa
Pool/spa
Pool
Pool/spa

Magic Emerald Island Villa

4 bedrooms·3 baths
Kissimmee • Florida
5(88 reviews)

$1,002.19 USD total for 4 nights

Nov 14 – 18, 2026