Location

Dates

Guests

Vacation rentals in Florida

Special offer

[Beach] Exclusive access to private beach

[Boardwalk] Great place to take a stroll

[Boardwalk] Shaded sitting area

[Kitchen] Fully stocked & equipped

Ocean Pointe Condo | Beach, Pool, Hot Tub & Tennis

2 bedrooms·2 baths

Tavernier • Florida

5(99 reviews)

$137 – $604/ night(excl. fees & taxes)

Featured

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

Large Historical Home for Groups Walk to Downtown!

6 bedrooms·5 baths

Pensacola • Florida

4.93(90 reviews)

$2,135.75 USD total for 4 nights

Sep 27 – Oct 1, 2026

View of East balcony from main balcony

beautiful sunset during one of our trips

Living room with ocean view

living room ocean view

Living room with Smart blinds and 75" TV

Top Floor Sunset Penthouse

3 bedrooms·3 baths

Panama City Beach • Florida

$195 – $695/ night(excl. fees & taxes)

Private kitchen

Beach Lovers New House! 10 min to beach - 6 guests

3 bedrooms·2 baths

Palm Coast • Florida

5(6 reviews)

$120 – $747/ night(excl. fees & taxes)

The back deck of the treehouse.

Looking at the living area and ladder to the loft, from the treehouse bed.

Treehouse Cabin Retreat - Florida

The ladder that leads up to the loft in the treehouse.

Treehouse Cabin Retreat - Florida

3 bedrooms·2 baths

Old Town • Florida

4.92(124 reviews)

$768.50 USD $704.15 USD total for 3 nights

Sep 27 – 30, 2026

Boardwalk leading to front door

Open living space - Kitchen and Living Room

Florida Room - Seating and Queen Daybed

Sandy the Salty Mermaid

The Salty Mermaid - Pool, Hot Tub, & Dog Friendly

3 bedrooms·3 baths

Saint George Island • Florida

5(46 reviews)

$3,129.00 USD $2,819.60 USD total for 7 nights

Jul 18 – 25, 2027

Welcome to Stay Anchored at Sombrero. View from across the canal.

Open floor plan - kitchen, dining room and living room.

Fully-stocked kitchen.

Living room with sectional, two accent chairs and entertainment console.

Main Entrance Side & Stairs

Stay Anchored at Sombrero

4 bedrooms·3 baths

Marathon • Florida

5(19 reviews)

$4,310.79 USD total for 7 nights

Feb 27 – Mar 6, 2027

FlipFlopsOn I Vacation Rental - 80 Steps to Inlet Beach on FL’s 30A Gulf Coast. Walk to Rosemary Beach!

Recommended by Travel + Leisure as their pick for “Top US Vacation Destination”

Your tranquil 4-bed coastal haven includes 2 cozy bunkbeds, tucked away in a hall for privacy

A dreamy single level, open floor-plan, beach retreat - located in Inlet Beach, on FL’s Emerald Gulf Coast!

Community amenities include a Pool, grill pavilion, laundry, outdoor shower, free parking, & a fenced garden for frolicking!

FlipFlopsOn I • 80 Steps to the Beach • FL 30A

1 bedroom·1 bath

Inlet Beach • Florida

5(169 reviews)

$1,311.52 USD total for 4 nights

Sep 1 – 5, 2027

Beautiful, spacious, well maintained home in a gated community

Beautiful, spacious, well maintained home in a gated community

Custom built pool / spa / kiddie pool

Luscious greenery from the conservation preserve is the backdrop

Our Blue Oasis

6 bedrooms·7 baths

Kissimmee • Florida

5(1 review)

$1,546.88 USD total for 3 nights

Sep 23 – 26, 2026

FlipFlopsOn II Vacation Rental • Inlet Beach • Florida’s 30A Gulf Coast • 4 Beds • Pool, Lake, Gulf

Nestled amongst the scenic vistas of Inlet Beach, Lake Powell, & a 183 acre State Beach Park; walk or bike to stylish townships of Inlet, Alys, & Rosemary Beach

FlipFlopsOn II - Your dreamy, single-level beach retreat in Inlet Beach on FL’s 30A Gulf Coast!

Life’s luxuries: High speed internet, 65” smart TV, Bose speaker, Victrola, house guitar, and a cozy work-from-home space!

Enjoy community amenities: a pool, grill pavilion, laundry, outdoor shower, free parking, and a fenced garden for frolicking

FlipFlopsOn II • 80 Steps to the Beach • FL 30A

1 bedroom·1 bath

Inlet Beach • Florida

4.99(203 reviews)

$1,500.80 USD total for 5 nights

Oct 24 – 29, 2026

You can watch the ocean and listen to the waves right from the family room!

Smart tv in master bedroom is Roku and there is an HDMI cord if you want to connect/stream your subscriptions.

Kids bunks in hall are comfy and there is a removable net-type guard rail for added security of little ones.

King bed in master with 3 inch memory foam topper. Extra blankets, pillows, down alternative comforter, room darkening curtains, ceiling and stand fan, USB ports and electric charging on one nightstand, plus alarm clock. All bed items are zipper-encased for extra cleanliness.

Master bedroom vanity area which connects to master bath.

Oceanfront in Panama City Beach, FL- The Gem

1 bedroom·1½ baths

Panama City Beach • Florida

4.82(22 reviews)

$1,205.86 USD total for 3 nights

Sep 23 – 26, 2026

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

Photo of the public beach on the Gulf of Mexico. 5 to 10 minute walk away.

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

BlueSky Beach House (heated pool) Pensacola Beach

3 bedrooms·2 baths

Pensacola Beach • Florida

4.99(111 reviews)

$1,307.63 USD total for 3 nights

Oct 27 – 30, 2026

High Breeze

3 bedrooms·3 baths

Saint George Island • Florida

4.97(30 reviews)

$2,588.43 USD total for 4 nights

Oct 25 – 29, 2026

The Palm

2 bedrooms·2 baths

The Villages • Florida

4.99(80 reviews)

$781.15 USD total for 3 nights

Sep 24 – 27, 2026

The pristine water of the resort pool invites you in! The water slide and splash pad are perfect for the youngest, or young at heart!

Ahhh, breakfast on the lanai. The sandhill cranes may even visit or just enjoy the peacefulness of the lake.

Friendly pirates invite the kids along for adventure.

Enough space for the whole family to play games, watch TV or relax after a day in the parks.

Kitchen with Breakfast Bar

CR Getaway

4 bedrooms·3 baths

Kissimmee • Florida

4.94(96 reviews)

$806.99 USD total for 4 nights

Sep 30 – Oct 4, 2026

An Amazing pool with South facing views!
Have a great time swimming with family and friends. Prepare your Grilled favorites on the complimentary grill. Also enjoy the various wildlife From the waterfront and Preserve.
Have a great time swimming with family and friends. Prepare your Grilled favorites on the complimentary grill. Also enjoy the various wildlife From the waterfront and Preserve.

The Game room where you can play a game of pool on the refurbished pool table. There is a packman arcade with over 20 different style gaming options. Also and air hockey table and a tv to enjoy.

The entrance to Emerald Island Resort!

The community provides many amenities including a, pool, hot tub, tiki bar, weight room, playground, basketball court, tennis court, mini golf, volleyball, nature trail, and much more.

The main sitting room. An open concept attached to the kitchen with direct access to the screened in lanai. Featuring a 65 inch smart tv.

7 BR Villa w pool -in Kissimmee Disney Universal

7 bedrooms·4½ baths

Kissimmee • Florida

5(41 reviews)

$1,434.64 USD total for 4 nights

Sep 27 – Oct 1, 2026

Magnolia

3 bedrooms·2 baths

The Villages • Florida

5(119 reviews)

$874.67 USD total for 3 nights

Sep 23 – 26, 2026

Serenity

3 bedrooms·2 baths

The Villages • Florida

5(122 reviews)

$874.67 USD total for 3 nights

Sep 25 – 28, 2026

Beachside view of house w/sunset sky

Drone shot front of house/view

Looking into the Great room from the kitchen

Kitchen/breakfast bar/dinette

View from private boardwalk looking toward the beach

Recharge by the Sea, LLC

4 bedrooms·4½ baths

Saint George Island • Florida

5(39 reviews)

$5,414.50 USD total for 7 nights

Sep 26 – Oct 3, 2026

Photos showing new landscaping and outdoor furniture.

Sunshine Beach House (heated pool) Pensacola Beach

Sunshine Beach House (heated pool) Pensacola Beach

Latest photo of the back yard with new landscaping and outdoor furniture.

Sunshine Beach House (heated pool) Pensacola Beach

Sunshine Beach House (heated pool) Pensacola Beach

3 bedrooms·2 baths

Pensacola Beach • Florida

4.91(190 reviews)

$1,235.63 USD total for 3 nights

Oct 31 – Nov 3, 2026

Welcome to Panama Dreams!

Private Heated Pool

Spacious Kitchen and Family Room

Steps to the Beach

King Master Suite

Panama Dreams

5 bedrooms·6 baths

Cape San Blas • Florida

5(16 reviews)

$2,889.80 USD $2,441.80 USD total for 4 nights

Sep 25 – 29, 2026

Your playground: Pool, spa, beach, dock, yard, kayaks, paddleboards

A re-envisioned landscape will make you feel like you're in a tropical paradise.

Enjoy a cool drink poolside.

Pool and spa are nicely lit for evening swims.

The Seahorse Retreat

6 bedrooms·5½ baths

Navarre • Florida

4.89(130 reviews)

$9,368.33 USD total for 5 nights

Sep 23 – 28, 2026

Summit 1311

1 bedroom·2 baths

Panama City Beach • Florida

4.65(75 reviews)

$1,289.43 USD $1,217.93 USD total for 7 nights

Nov 1 – 8, 2026

Front of our beautiful home

even when the sun goes down, our house keeps his beauty

Hillcrest Villa

Hillcrest Villa

4 bedrooms·2 baths

Davenport • Florida

4.8(69 reviews)

$1,257.42 USD total for 7 nights

Nov 21 – 28, 2026