Location

Dates

Guests

Vacation rentals in Florida, United States

4,000 sqft. 6bdrm Oceanview with Game Rm. Htd Pool

Yes, these are our kids enjoying the ONLY shipping container pool in Florida. Large viewing window all the kids love!

4,000 sqft. 6bdrm Oceanview with Game Rm. Htd Pool

Just a short 800ftwalk to Cocoa Beach and its amazing sand and world class surfing. Our property is so close to the amazing views of the beach.

4,000 sqft. 6bdrm Oceanview with Game Rm. Htd Pool

4,000 sqft. 6bdrm Oceanview with Game Rm. Htd Pool

6 bedrooms·4 baths

Cocoa Beach • Florida

5(7 reviews)

$3,358.40 USD total for 4 nights

Oct 25 – 29, 2026

Pet friendly Orlando area near ESPN Center

2 bedrooms·2 baths

Kissimmee • Florida

4.87(31 reviews)

$630.90 USD total for 3 nights

Oct 26 – 29, 2026

Private Pool + Resort Access • 4BR Near Disney image 1

Private Pool + Resort Access • 4BR Near Disney image 2

Private Pool + Resort Access • 4BR Near Disney image 3

Private Pool + Resort Access • 4BR Near Disney image 4

Private Pool + Resort Access • 4BR Near Disney image 5

Private Pool + Resort Access • 4BR Near Disney

4 bedrooms·3 baths

Kissimmee • Florida

4.77(124 reviews)

$797.70 USD total for 4 nights

Nov 4 – 8, 2026

The Butterfly House - with sauna

The Butterfly House - with sauna

The Butterfly House - with sauna

The Butterfly House - with sauna

The Butterfly House - with sauna

The Butterfly House - with sauna

3 bedrooms·2 baths

Sanford • Florida

5(113 reviews)

$1,017.00 USD total for 3 nights

Oct 29 – Nov 1, 2026

Location X: Private Gulf-Front Retreat & Dock

Location X: Private Gulf-Front Retreat & Dock

Location X: Private Gulf-Front Retreat & Dock

Location X: Private Gulf-Front Retreat & Dock

Location X: Private Gulf-Front Retreat & Dock

Location X: Private Gulf-Front Retreat & Dock

2 bedrooms·2 baths

Carrabelle • Florida

$907.50 USD total for 3 nights

Oct 25 – 28, 2026

Retro Oasis Mins to Downtown / Beaches Huge Yard image 1

Retro Oasis Mins to Downtown / Beaches Huge Yard image 3

Retro Oasis Mins to Downtown / Beaches Huge Yard image 4

Retro Oasis Mins to Downtown / Beaches Huge Yard image 5

Retro Oasis Mins to Downtown / Beaches Huge Yard image 2

Retro Oasis Mins to Downtown/Beaches Huge Yard

3 bedrooms·2 baths

St. Augustine • Florida

5(4 reviews)

$583.65 USD $526.79 USD total for 3 nights

Oct 20 – 23, 2026

Atlantic Shores Getaway

Atlantic Shores Getaway

Atlantic Shores Getaway

Atlantic Shores Getaway

View of the ocean from the deck

Atlantic Shores Getaway

3 bedrooms·2 baths

Jacksonville Beach • Florida

$1,441.75 USD total for 3 nights

Oct 25 – 28, 2026

Resort Beachside • 2BR • Sleeps 6 image 1

Resort Beachside • 2BR • Sleeps 6 image 2

Resort Beachside • 2BR • Sleeps 6 image 3

Resort Beachside • 2BR • Sleeps 6 image 4

Resort Beachside • 2BR • Sleeps 6 image 5

Resort Beachside: 2BR Townhome in Miramar Beach, Sleeps 6 - Lake view, Dog Friendly

2 bedrooms·2 baths

Miramar Beach • Florida

5(33 reviews)

$1,226.85 USD total for 3 nights

Oct 20 – 23, 2026

Sunset Retreat

2 bedrooms·2½ baths

Destin • Florida

5(28 reviews)

$2,150.24 USD total for 4 nights

Jan 1 – 5, 2027

Pools near the beach

Children's play area

Waterscape A115

2 bedrooms·2½ baths

Fort Walton Beach • Florida

$1,067.11 USD total for 3 nights

Oct 20 – 23, 2026

The colorful design and a plethora of stylish touches will leave you mesmerized

Sleep like a royal family member on the king-size bed in the master bedroom.

Prepare your favorite meals in the spacious, fully equipped kitchen.

The indoor/outdoor living at its finest!

The famous Wynwood Walls are just a few steps away.

Wynwood Getaway

2 bedrooms·2 baths

Miami • Florida

5(4 reviews)

$3,816.00 USD total for 3 nights

Nov 27 – 30, 2026

Private kitchen

Private kitchen

Beach Guitar Hotel Airport Pool 3 Bathrooms

3 bedrooms·3 baths

Hollywood • Florida

4.88(26 reviews)

$1,158.24 USD total for 3 nights

Oct 20 – 23, 2026

Water Front, Fishing dock

Tanning ledge.. salt water pool: covered pool enclosure

Large SW pool. Heated during the winter

Screened in pool patio keeps the bugs out

Close to the beaches

Classy N Cozy Delray Beach pool home

3 bedrooms·2 baths

Delray Beach • Florida

$1,481.54 USD total for 3 nights

Oct 31 – Nov 3, 2026

Listing image 1

5-Bed Home with Pool & Mini Golf in Boynton Beach

Backyard oasis with pool, private putting green, hammock and palms

5-Bed Home with Pool & Mini Golf in Boynton Beach

5-Bed Home with Pool & Mini Golf in Boynton Beach

5-Bed Home with Pool & Mini Golf in Boynton Beach

5 bedrooms·3 baths

Boynton Beach • Florida

5(1 review)

$1,824.75 USD total for 3 nights

Oct 20 – 23, 2026

Secluded sunset views

Large island for dining or entertainment

Centrally located

Fully equipped kitchen

Herda Hideaway on Little Gasparilla Island

2 bedrooms·2 baths

Little Gasparilla Island • Florida

5(40 reviews)

$931.00 USD $817.60 USD total for 3 nights

Oct 20 – 23, 2026

The private yard

kitchen with stainless steel dishwasher/stove/microwave/refrigerator with ice and water on the door. Center Island with seating for 4

view from the master bedroom.

guest bedroom on the other side of the house with large guest bathroom and king size bed with 55 inch flat panel tv

Private 2/2 Juno Cottage near beach bring boat

2 bedrooms·2 baths

North Palm Beach • Florida

4.8(46 reviews)

$941.00 USD total for 4 nights

Oct 21 – 25, 2026

Located directly on the beach! Morning coffee on the lanai overlooking Gulf and beach!

New living room furniture with views!

Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

Siesta Key Beachfront Condo

2 bedrooms·2 baths

Siesta Key • Florida

$3,113.26 USD total for 7 nights

Oct 31 – Nov 7, 2026

Heated Saltwater Pool

The pool and surrounding area features enough lighting to enjoy the Florida evenings in style!

Catch the game on the 75" TV from the HOT TUB!

Newly remodeled kitchen with new stainless steel appliances (refrigerator, induction cook top, built in microwave/oven and dishwasher).

Living Room featuring a large sectional sofa and a 55" smart TV. Sit and enjoy the abundance of natural light.

The Funky Fish House

2 bedrooms·2 baths

Sarasota • Florida

4.99(156 reviews)

$1,646.92 USD total for 5 nights

Oct 28 – Nov 2, 2026

Waterfront Key West–style community, Stunning water views, glowing sunsets, and a laid-back island vibe ✨

King SUITE! Calm, Spacious and inviting, this KING bedroom features a plush KING-sized bed, with new bedding , dresser and 2 nighstands offering comfort and style for a restful night’s sleep in a beautifully designed space.

Stunning waterfront views from the bright, open-concept living room, dining area, and fully equipped kitchen. The perfect space to relax, gather, and make unforgettable memories by the water.

Nothing compares to swimming in the pool while breathing in the fresh ocean breeze.

WELCOME to your own private scenic beach, offering exclusive access to pristine sands and tranquil waters. Perfect for relaxing in solitude, soaking up the sun, or enjoying peaceful oceanfront moments.

Waterfront Escape | Private Beach + 2 Pools

1 bedroom·1 bath

St. Petersburg • Florida

4.5(16 reviews)

$4,375.36 USD $4,221.00 USD total for 30 nights

Oct 20 – Nov 19, 2026

4br apollo beach home free heater pool & waterfall image 1

4br apollo beach home free heater pool & waterfall image 2

4br apollo beach home free heater pool & waterfall image 3

4br apollo beach home free heater pool & waterfall image 4

4br apollo beach home free heater pool & waterfall image 5

4br apollo beach home free heater pool & waterfall

4 bedrooms·3 baths

Apollo Beach • Florida

4.94(53 reviews)

$1,425.00 USD total for 3 nights

Oct 25 – 28, 2026

Disney Playhouse, everything you need

Disney Playhouse, everything you need

Disney Playhouse, everything you need

Disney Playhouse, everything you need

Disney Playhouse, everything you need

Disney Playhouse, everything you need

3 bedrooms·2 baths

Kissimmee • Florida

4.92(133 reviews)

$886.43 USD total for 3 nights

Oct 23 – 26, 2026

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

3 bedrooms·2 baths

Kissimmee • Florida

4.92(26 reviews)

$804.25 USD total for 6 nights

Oct 27 – Nov 2, 2026

Private Entry 1/1 Apt Full size Kitchen - Welcome!

Private Entry 1/1 Apt Full size Kitchen - Welcome!

Private Entry 1/1 Apt Full size Kitchen - Welcome!

Private Entry 1/1 Apt Full size Kitchen - Welcome!

Private Entry 1/1 Apt Full size Kitchen - Welcome!

Private Entry 1/1 Apt Full size Kitchen - Welcome!

1 bedroom·1 bath

Orlando • Florida

4.91(23 reviews)

$265.27 USD total for 3 nights

Oct 20 – 23, 2026

Lakefront-dock,kayaks,bikes,ramp 1 mi to Gulf/Lake

Lakefront-dock,kayaks,bikes,ramp 1 mi to Gulf/Lake

Lakefront-dock,kayaks,bikes,ramp 1 mi to Gulf/Lake

Lakefront-dock,kayaks,bikes,ramp 1 mi to Gulf/Lake

Lakefront-dock,kayaks,bikes,ramp 1 mi to Gulf/Lake

Lakefront-dock,kayaks,bikes,ramp 1 mi to Gulf/Lake

2 bedrooms·1 bath

Crystal River • Florida

4.82(11 reviews)

$430.00 USD total for 3 nights

Oct 26 – 29, 2026