Location

Dates

Guests

Vacation rentals in Florida, United States

Pool - Private and heated

Dining and Kitchen

Lullaby Terrace

3 bedrooms·2 baths

Port St. Lucie • Florida

4.88(56 reviews)

$768.69 USD total for 3 nights

Oct 20 – 23, 2026

Treasure Island Waterfront Luxury Condo image 5

Treasure Island Waterfront Luxury Condo image 1

Treasure Island Waterfront Luxury Condo image 2

Treasure Island Waterfront Luxury Condo image 3

Treasure Island Waterfront Luxury Condo image 4

Treasure Island Waterfront Luxury Condo

2 bedrooms·2 baths

Treasure Island • Florida

5(3 reviews)

$2,202.00 USD total for 6 nights

Oct 27 – Nov 2, 2026

Coastal-style living room with fireplace, TV, and bright open seating

Coastal-chic living room with fireplace, built-ins, and inviting seating

Bright coastal living space with fireplace and large dining table

Screened pool patio with tiki bar, grill, and tropical lounge seating

Private tree-lined home with screened pool in a peaceful neighborhood

Twin Oaks Luxury Heated Pool and Caribbean Tiki Bar Near Indian Rocks Beach

4 bedrooms·3 baths

Largo • Florida

5(51 reviews)

$944.16 USD total for 3 nights

Oct 25 – 28, 2026

Welcome to Riverview Cottage!

This is the living room, as seen from the front door.

The master bedroom has a queen bed and a 55" TV, plus a large closet.

The second bedroom has a full (double) bed, a 55" TV, and a smaller closet than the master.

The bathroom features plenty of light, two large mirrors, and a walk-in glass shower.

Riverview Cottage: Downtown Melbourne 2 Bed House

2 bedrooms·1 bath

Melbourne • Florida

5(89 reviews)

$487.20 USD total for 3 nights

Oct 21 – 24, 2026

BR #11 "Nemo" Themed w/2 Twin Beds - Ensuite BA - Level Two

Oversized pool can be heated for a small heating fee.

Huge Main Level Great Area with 70" $K Smart HDTV that opens to your private, screened swimming pool

Upstairs Marvel Themed Game Room with 4 Arcade Video Games and Skee Ball!

Exterior of Newly painted Disney Vacation Villa

NEW 15BR Disney Villa-Pool, Game Room

10 bedrooms·10 baths

Davenport • Florida

5(15 reviews)

$4,411.50 USD $3,856.82 USD total for 3 nights

Oct 20 – 23, 2026

Living room area

Front of the house

Amazing Pool and View with no neighbors in the back

Harry potter room, game room, upstairs movie/gathering room, mickey room

Mickey mouse themed room

Brand New 7BR Home in Windsor Island Resort

7 bedrooms·5½ baths

Davenport • Florida

4.9(52 reviews)

$1,163.68 USD total for 3 nights

Oct 24 – 27, 2026

Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

Dream Vacation Home with Lake View, Pool & more

9 bedrooms·5 baths

Kissimmee • Florida

4.88(40 reviews)

$5,294.78 USD total for 5 nights

Nov 15 – 20, 2026

King Suite | Jacuzzi, WiFi, Private Entry,Parking image 1

King Suite | Jacuzzi, WiFi, Private Entry,Parking image 2

King Suite | Jacuzzi, WiFi, Private Entry,Parking image 3

King Suite | Jacuzzi, WiFi, Private Entry,Parking image 4

King Suite | Jacuzzi, WiFi, Private Entry,Parking image 5

King Suite | Jacuzzi, WiFi, Private Entry,Parking

1 bedroom·1 bath

Spring Hill • Florida

4.94(192 reviews)

$440.00 USD total for 3 nights

Oct 20 – 23, 2026

Long driveway - for cars, golf carts and your boat

Game room under Lazy Daze

ample seating ont the deck

Master bedroom with king bed and attached bathroom

Lazy Daze

3 bedrooms·3 baths

Saint George Island • Florida

4.9(59 reviews)

$2,876.32 USD $2,614.54 USD total for 5 nights

Nov 14 – 19, 2026

Deck Overlooking Downtown

Open Concept Living

Apalachicola B

1 bedroom·1 bath

Apalachicola • Florida

5(11 reviews)

$418.90 USD total for 3 nights

Oct 20 – 23, 2026

Encanto — A Cheerful Coastal Getaway in Full Bloom

A storybook setting for every meal—sunny, floral, and effortlessly inviting.

Charming Cottage: Bright exterior with vibrant plants and a welcoming turquoise door awaits you!

Morning or night, your grill’s always ready.

Encanto — A Cheerful Coastal Getaway in Full Bloom

Encanto — A Cheerful Coastal Getaway in Full Bloom

3 bedrooms·2 baths

St. Augustine • Florida

5(40 reviews)

$1,002.77 USD total for 3 nights

Oct 23 – 26, 2026

Shore Beats Work

Comfy & stylish decor in the living room

Gorgeous, zero-entry community pool and hot tub, which sits on the bank of the canal.

Comfy & stylish decor in the living room

Comfy & stylish decor in the living room

Shore Beats Work - 110 Waterside Village

2 bedrooms·2 baths

Mexico Beach • Florida

5(15 reviews)

$735.05 USD total for 3 nights

Oct 20 – 23, 2026

Evenings here are unforgettable — private pool, glowing outdoor spaces, and room to unwind under the palms

Florida at its best!

Game Room: basketball, arcade, ping pong, shuffleboard, foosball, and smart TV with cable. Beach umbrella, chairs, rolling cart, rolling cooler, and towels provided

Just steps from the beach. 🌊 Tucked into a quiet neighborhood yet close to the shoreline, restaurants, and local favorites — the perfect blend of relaxation and convenience.

Primary Bedroom with king bed, smart TV, ensuite bathroom

H2O: Modern Beach Estate | Built for Gathering

6 bedrooms·6 baths

Jacksonville Beach • Florida

5(6 reviews)

$3,346.30 USD total for 3 nights

Oct 25 – 28, 2026

Wake up to natural light and peaceful pool views from this bright, inviting bedroom

All year round summer nights

Rain or shine, your tee time is secured. ⛳️
Enjoy our private indoor golf simulator — perfect for practice rounds, friendly competition, or winding down after a beach day.

*Limited-Time Perk: Complimentary 6-Seater Golf Cart* Free six-person golf cart included with 4+ night stays. Valid for reservations before 12/31/26. A $500 damage deposit is required. Subject to availability. Golf carts provided by Brody's Rentals.

Enjoy relaxing with everyone!

Beach Please: Heated Pool | Golf Simulator | 2 Blocks to Beach

5 bedrooms·3 baths

Jacksonville Beach • Florida

5(6 reviews)

$3,352.39 USD $3,065.92 USD total for 4 nights

Oct 20 – 24, 2026

A little piece of paradise

Large Island for you and your guests

Sliding doors to take you to paradise!

The perfect place for your morning coffee!

Gilded Palms: Luxe Modern Home with Ocean Views & Heated Pool

4 bedrooms·3 baths

Jacksonville Beach • Florida

5(2 reviews)

$1,834.68 USD total for 3 nights

Oct 26 – 29, 2026

Screened-in heated pool & spa - enjoy year round relaxation

*Limited-Time Perk: Complimentary 6-Seater Golf Cart* Free six-person golf cart included with 4+ night stays. Valid for reservations before 12/31/26. A $500 damage deposit is required. Subject to availability. Golf carts provided by Brody's Rentals.

Breakfast nook seats 4, bar seats 4.

Putting green with pergola and seating area around the fire pit

Garage game room with smart TV

Little Palm: Private Resort Retreat | Pool, Spa + Putting Green

5 bedrooms·3 baths

Jacksonville Beach • Florida

5(2 reviews)

$2,054.10 USD $1,885.27 USD total for 3 nights

Oct 24 – 27, 2026

Aerial view of The Pickle Pad

The Pickle Pad: Beach/Pool Days & Pickleball Nights

*Limited-Time Perk: Complimentary 6-Seater Golf Cart* Free six-person golf cart included with 4+ night stays. Valid for reservations before 12/31/26. A $500 damage deposit is required. Subject to availability. Golf carts provided by Brody's Rentals.

The Pickle Pad: Beach/Pool Days & Pickleball Nights

Dining with space for 6 + 4 bar stools

The Pickle Pad: Beach/Pool Days & Pickleball Nights

4 bedrooms·2 baths

Jacksonville Beach • Florida

5(1 review)

$2,029.72 USD $1,857.23 USD total for 3 nights

Oct 22 – 25, 2026

30A Fall Escape: 3 King Suites, Golf Cart, Pool

30A Fall Escape: 3 King Suites, Golf Cart, Pool

30A Fall Escape: 3 King Suites, Golf Cart, Pool

30A Fall Escape: 3 King Suites, Golf Cart, Pool

30A Fall Escape: 3 King Suites, Golf Cart, Pool

30A Fall Escape: 3 King Suites, Golf Cart, Pool

3 bedrooms·3½ baths

Santa Rosa Beach • Florida

4.79(39 reviews)

$853.56 USD total for 3 nights

Oct 20 – 23, 2026

Living room and dining area

View from the balcony

Dolphin and Gulf (heated) Pools

Living room with sleeper sofa

Pelican Beach 705

1 bedroom·2 baths

Destin • Florida

5(62 reviews)

$715.60 USD total for 3 nights

Nov 2 – 5, 2026

Fully renovated Full Kitchen

Master Bedroom (King bed)

Jack and Jill bathroom

Guest bedroom (2 single beds)

Couch that converts to full size sofa bed

Home away from Home 2 blocks from Fort Lauderdale Beach.

2 bedrooms·1 bath

Fort Lauderdale • Florida

5(55 reviews)

$750.00 USD total for 3 nights

Oct 20 – 23, 2026

The Shorebird, front (north) and side (west) view.

Sunrise from the east side of the Shorebird.

The elevated front deck of the Shorebird.

Full moon over Sanibel Gateway, from the front deck.

"Shorebird", Vacation rental near Sanibel Island

2 bedrooms·2 baths

Fort Myers • Florida

$5,719.25 USD total for 30 nights

Oct 20 – Nov 19, 2026

Large Heated Pool

Large Heated Pool

5 Star Experience, Heated Pool close to Everything

5 Star Experience, Heated Pool close to Everything

5 Star Experience, Heated Pool close to Everything

5 Star Experience, Heated Pool close to Everything

3 bedrooms·2 baths

Cape Coral • Florida

5(64 reviews)

$622.11 USD total for 4 nights

Oct 20 – 24, 2026

Juno Pier Evening

Living area and front entrance

Refreshing heated pool at the clubhouse

Living area, overlooking dining area

Jupiter Paradise

Jupiter Paradise

2 bedrooms·2 baths

Jupiter • Florida

4.9(20 reviews)

$249/ night(excl. fees & taxes)

Lake Berkley Villa

Lake Berkley Villa

Lake Berkley Villa

Lake Berkley Villa

Lake Berkley Villa

Lake Berkley Villa

5 bedrooms·3 baths

Kissimmee • Florida

4.93(58 reviews)

$1,163.38 USD total for 5 nights

Jan 3 – 8, 2027