Location

Dates

Guests

Vacation rentals in Florida

Pipers Perch

4 bedrooms·3 baths

Miramar Beach • Florida

5(48 reviews)

$2,209.60 USD total for 4 nights

Oct 19 – 23, 2026

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Private heated pool with lounge seating and shaded outdoor dining — perfect for relaxing, gathering, and making family memories

Queen Murphy bed

Family friendly beach house with large heated pool

5 bedrooms·3½ baths

Fort Myers Beach • Florida

5(170 reviews)

$3,488.84 USD total for 5 nights

Nov 7 – 12, 2026

Shaboo's Villa

4 bedrooms·4 baths

Davenport • Florida

4.67(3 reviews)

$970.98 USD total for 4 nights

Oct 19 – 23, 2026

Walkway from Pool to Beach

BEACH POOL! Beautiful Beachside Pool which is for La Valencia guests only and ON the beach! Also has changing rooms/bathrooms so no need to walk back to the house.

Roomy Living Room with mounted TV, ceiling fan, and quiet setting. Room for the whole family.

The couches are recliners for relaxing.

Beautifully Updated 5 BR with Pool on Beach!

5 bedrooms·3 baths

Panama City Beach • Florida

5(64 reviews)

$3,066.40 USD total for 4 nights

Oct 19 – 23, 2026

Serenity’s Edge Reflections

Serenity’s Edge saltwater infinity edge private pool

Serenity’s Edge

Interior Entry hallway looking in

Serenity’s Edge

4 bedrooms·4 baths

Cape Coral • Florida

5(1 review)

$4,124.82 USD total for 7 nights

Oct 19 – 26, 2026

Bring your bike or enjoy the Complimentary bikes available. Actual model may varies. Pinellas trail is about 0.3 miles away, perfect for biking and walking.

Adorable Bungalow near beach, DT. Pet & Bike. image 2

Adorable Bungalow near beach, DT. Pet & Bike. image 3

Fully equipped kitchen.

Adorable Bungalow near beach, DT. Pet & Bike. image 5

Adorable Private Bungalow

2 bedrooms·1 bath

Clearwater • Florida

4.81(264 reviews)

$99 – $179/ night(excl. fees & taxes)

Private balcony with ocean views overlooking the pools and direct boardwalk access to beautiful St. Augustine Beach.

Coastal Dreams - Open Concept Living Space
Perfect gathering spot for families with natural light and coastal charm

Coastal Dreams - Private Boardwalk to Ocean
Walk straight from the gate through the private boardwalk to the beach – just seconds to the sand.

Coastal Dreams - King Primary Bedroom
Spacious primary bedroom with comfortable King bed & cable TV and dedicated workspace.

Coastal Dreams - Fully Equipped Kitchen
Modern kitchen with PFAS-free cookware and stainless steel appliances.

Coastal Dreams | Renovated Ocean View St Aug Beach

2 bedrooms·2 baths

St. Johns County • Florida

5(29 reviews)

$734.18 USD $623.79 USD total for 3 nights

Oct 19 – 22, 2026

Tropical Breeze Beach Home Heated Pool & Golf Cart

Tropical Breeze Beach Home Heated Pool & Golf Cart

Tropical Breeze Beach Home Heated Pool & Golf Cart

Tropical Breeze Beach Home Heated Pool & Golf Cart

Tropical Breeze Beach Home Heated Pool & Golf Cart

Tropical Breeze Beach Home Heated Pool & Golf Cart

3 bedrooms·3 baths

Destin • Florida

4.84(135 reviews)

$1,060.25 USD total for 3 nights

Oct 26 – 29, 2026

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

Adorable Private Cottage close to beach & downtown

2 bedrooms·1 bath

St. Petersburg • Florida

5(268 reviews)

$139 – $1,999/ night(excl. fees & taxes)

5 Bd sleeps 14 Heated Pool, Hot Tub & Golf Cart

5 Bd sleeps 14 Heated Pool, Hot Tub & Golf Cart

5 Bd sleeps 14 Heated Pool, Hot Tub & Golf Cart

Huge saltwater swimming pool with large deck area greets guests on arrival.

5 Bd sleeps 14 Heated Pool, Hot Tub & Golf Cart

5 Bd sleeps 14 Heated Pool, Hot Tub & Golf Cart

5 bedrooms·3 baths

Santa Rosa Beach • Florida

4.95(22 reviews)

$1,576.76 USD total for 4 nights

Oct 19 – 23, 2026

TWO Golf Carts, Indoor Family Fun, Lakeside Fishing

Queen in Bunk Room With Four Twins

Heated pool year round, only 5 houses down

Sway gently in the breeze as you soak up the sunshine

BayPine Betty

3 bedrooms·3 baths

Destin • Florida

5(9 reviews)

$175 – $1,355/ night(excl. fees & taxes)

beautiful pool area - facing south west

Welcome to Villa Happy Gator

Your favorite place for a sunbath

large open space welcomes you

Florida Pool Villa Happy Gator

3 bedrooms·2 baths

Venice • Florida

5(102 reviews)

$1,689.35 USD $1,616.18 USD total for 7 nights

Oct 27 – Nov 3, 2026

Actual View from Living Room

Exterior Ground Level View

Aerial View of Melbourne Harbor

Front door, entry closet, and bedroom

Ground Floor Unit on Beautiful Melbourne Harbor

1 bedroom·1 bath

Melbourne • Florida

4.61(72 reviews)

$555.52 USD $511.17 USD total for 4 nights

Oct 19 – 23, 2026

Dining, Beverage Frig

Table and extra chairs

Majestic Beach 2203, 3/2, Beach Chairs, 2K/2Q, Res Parking Space

3 bedrooms·2 baths

Panama City Beach • Florida

4.96(146 reviews)

$1,063.25 USD total for 3 nights

Apr 14 – 17, 2027

Sugar White Sand Beach

Emerald Green Waters

View of our beaching looking east

Vacation on the Gulf-Direct Contact with Owner

Vacation on the Gulf-Direct Contact with Owner

Vacation on the Gulf-Direct Contact with Owner

2 bedrooms·2½ baths

Panama City Beach • Florida

5(2 reviews)

$643.50 USD total for 3 nights

Oct 24 – 27, 2026

Yacht club aventura Renovated cozy free parking

Yacht club aventura Renovated cozy free parking

Yacht club aventura Renovated cozy free parking

Yacht club aventura Renovated cozy free parking

Yacht club aventura Renovated cozy free parking

Yacht club aventura Renovated cozy free parking

1 bedroom·1 bath

Aventura • Florida

5(148 reviews)

$1,107.40 USD total for 6 nights

Oct 19 – 25, 2026

Enjoy the Florida weather in your private oasis!

Refresh while you relax in this perfect loungers

Conversation area under the shade of the beautiful tree

Reading nook perfect for relaxing and catching up on your favorite book after a day of sun

Dining area overlooking the pool

Sunhouse

2 bedrooms·1 bath

Pompano Beach • Florida

4.95(221 reviews)

$867.84 USD total for 3 nights

Oct 19 – 22, 2026

Sweet Craftsman home, free bikes, near beach & DT image 1

Sweet Craftsman home, free bikes, near beach & DT image 2

Sweet Craftsman home, free bikes, near beach & DT image 3

Sweet Craftsman home, free bikes, near beach & DT image 4

Sweet Craftsman home, free bikes, near beach & DT image 5

Adorable Private Craftsman

2 bedrooms·1 bath

Clearwater • Florida

4.86(267 reviews)

$532.00 USD $511.15 USD total for 3 nights

Oct 19 – 22, 2026

3rd Bathroom
toilet & shower

Island Flora of Saint George Island

3 bedrooms·3 baths

Saint George Island • Florida

4.66(29 reviews)

$2,670.50 USD total for 5 nights

Oct 19 – 24, 2026

The Beachwood Boutique

The Beachwood Boutique

The Beachwood Boutique

The Beachwood Boutique

The Beachwood Boutique

The Beachwood Boutique

1 bedroom·1 bath

Santa Rosa Beach • Florida

4.95(100 reviews)

$572.32 USD total for 3 nights

Nov 1 – 4, 2026

Screened in porch

Spacious 5BR Steps to Beach w/ Private Heated Pool

Distance to beach

Spacious 5BR Steps to Beach w/ Private Heated Pool

5 bedrooms·5 baths

Saint George Island • Florida

4.67(3 reviews)

$3,822.50 USD total for 7 nights

Oct 24 – 31, 2026

The Wahoo

3 bedrooms·2 baths

Walton County • Florida

4.65(49 reviews)

$675.00 USD total for 3 nights

Oct 19 – 22, 2026

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

Large Bay View House w/Huge Deck & 400yr Old Oaks

4 bedrooms·4 baths

Pensacola • Florida

4.88(225 reviews)

$1,218.47 USD total for 4 nights

Nov 8 – 12, 2026

Pool/Waterfront View

Outdoor Patio Living Space & Outdoor BBQ

Tiki Hut/Dock view

Queen Bedroom, access to lanai

2nd bathroom with tub & shower

Florida's Sunshine Paradise

4 bedrooms·2 baths

Florida

5(3 reviews)

$3.15 USD total for 3 nights

Oct 19 – 22, 2026