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Cottage holiday rentals in Florida

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Top-rated cottage rentals in Florida

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Cottage in Cudjoe Key

4.91 out of 5 average rating, 133 reviews

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

1–8 Mar

$1,606 NZD per night

Cottage in Hawthorne

4.85 out of 5 average rating, 110 reviews

Live Oak Oasis on Morris Lake

Unspoiled nature greets your every turn at this charming 650 SF lakefront retreat. A short distance from 10 of Florida's finest 1st magnitude springs, ranging from 30 - 90 minute drive, makes the location a perfect basecamp for adventure travel. Rest beneath the shade of Live oaks that pull the breeze ashore. Enjoy Sand hill cranes and hummingbirds from the cabana. Incredible sunsets from new dock. Paddle boat & paddle boards available for adventures. WiFi, Netflix, Laundry, HOT outdoor shower!

24 Sep – 1 Oct

$188 NZD per night

Guest favourite

Cottage in Key Largo

4.96 out of 5 average rating, 146 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

15–22 Oct

$667 NZD per night

Cottage in Islamorada

4.85 out of 5 average rating, 124 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

29 Sep – 6 Oct

$382 NZD per night

Guest favourite

Cottage in Panama City Beach

5.0 out of 5 average rating, 105 reviews

NEW cozy beach cottage 3 blocks from beach!

Welcome to your home away from home! Our fully renovated & modern beach cottage is the perfect place to relax & reset, whether that's lounging in our bright, cozy living room, spending the day at the beach (a quick 3 block walk) or sipping on your drink of choice by the fire pit in the backyard. We are centrally located between 30a & Pier Park with plenty of amazing restaurants, shops & nightlife to experience. Come stay with us, we're always open! Follow us on IG @its.alwaysopen

13–20 Dec

$319 NZD per night

Cottage in St. Augustine

4.91 out of 5 average rating, 106 reviews

The Shire on 1 acre marshfront with dock and Spa

One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.

7–14 Feb

$1,116 NZD per night

Guest favourite

Cottage in Davenport

4.92 out of 5 average rating, 129 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

26 Jun – 3 Jul

$192 NZD per night

Guest favourite

Cottage in Bradenton Beach

4.99 out of 5 average rating, 124 reviews

Bradenton Beach Sunsets 2, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

14–21 Aug

$550 NZD per night

Cottage in Kissimmee

4.83 out of 5 average rating, 217 reviews

Private Cottage. Only 5 miles from Disney.

Welcome to our private cottage on a 4 star resort only 5 miles from Disney World in Kissimmee, Florida. This home has some smart home features such as Alexa, smart thermostat that Alexa can control. It has a smart lock that makes it convenient for you when you stay your are given a confidential code for your stay only. The cottage is a one bedroom one bathroom with a queen size bed. Also the sectional couch turns into a full size bed.

22–29 Nov

$195 NZD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 402 reviews

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.

12–19 Oct

$184 NZD per night

Guest favourite

Cottage in Destin

4.94 out of 5 average rating, 241 reviews

Two blocks to the beach! Bikes included!

Newly remodeled ⭐️Private beach bungalow in Crystal Beach! ⭐️This property is a private guest house two blocks from the beach! You will have your own entrance and parking for one car. Downstairs you will find living area, full kitchen, washer/dryer, and bathroom. The loft has 2 queen beds. Small courtyard for outdoor seating & outdoor shower. Wonderful neighborhood with sidewalks for biking or walking!

28 Feb – 7 Mar

$406 NZD per night

Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 459 reviews

JU Super Duper Tiny House, 15 minutes to Disney

Our tiny house has everything you need for a couples retreat or a family fun get-a-way! Private master bedroom with a queen bed and a separate loft with a double and single mattress (it's so cute!). Full kitchen with dishwasher, stove/oven, refrigerator and a table & chairs. The living room has a recliner, couch with a vaulted ceiling. Out front is a covered patio with table and chairs.

10–17 Mar

$199 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Bungalows

Intimate homes, inviting architecture

Houses

A space that's all yours, with room for everyone

Popular amenities for Florida cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 140 reviews

Runaway Beach Resort Pet Friendly: Magic Kingdom

3–10 Aug

$268 NZD per night

Guest favourite

Cottage in Port St. Joe

4.98 out of 5 average rating, 121 reviews

2 mins to beach, Poolside + Hot Tub, Fully Stocked

15–22 Aug

$560 NZD per night

Guest favourite

Cottage in Anna Maria

4.98 out of 5 average rating, 207 reviews

Turtle Cottage - Anna Maria Island

7–14 Mar

$1,089 NZD per night

Guest favourite

Cottage in Orlando

4.97 out of 5 average rating, 103 reviews

Lake House

10–17 Feb

$474 NZD per night

Guest favourite

Cottage in Kissimmee

4.81 out of 5 average rating, 142 reviews

Cozy cottage close to Theme parks and shopping.

3–10 Apr

$222 NZD per night

Guest favourite

Cottage in Monticello

4.96 out of 5 average rating, 112 reviews

The Cottage at Grand Oaks Plantation

12–19 Nov

$497 NZD per night

Guest favourite

Cottage in Weeki Wachee

4.96 out of 5 average rating, 161 reviews

Coastal Cottage Getaway

19–26 Aug

$240 NZD per night

Cottage in Cape Canaveral

4.96 out of 5 average rating, 105 reviews

Direct Oceanfront House on the Sand

13–20 Jan

$617 NZD per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 111 reviews

Perdido Coastal Cottage-4 min beach/golf-Pets Ok!

2–9 Mar

$501 NZD per night

Guest favourite

Cottage in Little Torch Key

4.91 out of 5 average rating, 145 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

9–16 Apr

$1,050 NZD per night

Guest favourite

Cottage in West Palm Beach

4.93 out of 5 average rating, 216 reviews

Tangerine Dream at The Citrus Cottage, heated pool

26 Oct – 2 Nov

$654 NZD per night

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 420 reviews

Eclectic Eco- Friendly Luxe City Cottage

27 Nov – 4 Dec

$271 NZD per night

Cottage in Astor

4.83 out of 5 average rating, 326 reviews

St John's Cottage Astor- escape to the forest!

24–31 May

$137 NZD per night

Guest favourite

Cottage in West Palm Beach

4.96 out of 5 average rating, 254 reviews

Downtown Cottage-Quiet-Private-Close to Everything

18–25 Mar

$256 NZD per night

Guest favourite

Cottage in St. Augustine

4.92 out of 5 average rating, 185 reviews

Bluefish Bungalow, Funky Little Beach House

9–16 Jan

$435 NZD per night

Guest favourite

Cottage in Dunnellon

4.96 out of 5 average rating, 162 reviews

Cozy Cottage. Surrounded by nature, not neighbors.

21–28 Jun

$235 NZD per night

Private cottage rentals

Guest favourite

Cottage in Panama City Beach

4.96 out of 5 average rating, 117 reviews

Beach Cottage at the Heart of the Best of 30A

25 Jan – 1 Feb

$753 NZD per night

Guest favourite

Cottage in Santa Rosa Beach

4.96 out of 5 average rating, 106 reviews

Summer! Public beach-easy beach access, bikes!

11–18 Feb

$658 NZD per night

Guest favourite

Cottage in Kissimmee

4.86 out of 5 average rating, 391 reviews

Yay! Cool Tiny Home Near All the Parks (98)

21–28 Mar

$276 NZD per night

Cottage in Port St. Joe

4.85 out of 5 average rating, 123 reviews

Sun Kissed Cottage on the beach

10–17 Nov

$568 NZD per night

Guest favourite

Cottage in Cocoa

4.95 out of 5 average rating, 128 reviews

Coconut Cottage-Cruise Ports, Beaches, & Launches!

3–10 Nov

$408 NZD per night

Cottage in Sarasota

4.83 out of 5 average rating, 150 reviews

Charming Beach Cottage

15–22 Jul

$296 NZD per night

Cottage in Naples

4.9 out of 5 average rating, 189 reviews

The LUV Shack! · Close to Beaches·Dining·Shopping

24–31 Mar

$648 NZD per night

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 421 reviews

Bright & Cozy Cottage Near Disney

28 Jul – 4 Aug

$211 NZD per night

Destinations to explore