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Florida Snowbird Vacation Rentals

(3306 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Naples Condo
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The Isles of Capri is a small quiet island right next to Marco Island. This southern exposure property has direct access to the Gulf of Mexico which makes...

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$150
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Apartment with balcony view to the beach.Located on the Gulf of Mexico with private access to the beach. You can enjoy the sunset’s views of Florida west coast from the beach, or from the private balcony. Ocean view from balcony, living room and bedroom.One bedroom with king size bed,...

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$222
avg per night
Bonita Springs House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

BOOK DIRECTLY BELOW BY CLICKING VISIT PROPERTY WEBSITE.STAYCATION 20% from now to September 30, 2026 - use code STAYCA when booking.This Mini-Great Room Floor Plan offers Split Bedrooms and a marvelous view of the Quiet Pool. The 16' ft. Lanai has room to relax or entertain and features perfect...

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Featured review

"Beautiful condo"

Well kept, dishes, silverware, towels were plenty- could use a few more pots. Beds comfy, all around great rental

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$240
avg per night
New
St. Pete Beach Condo
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come to one of the top-rated beaches in the USA! We currently have a gorgeous, newly rennovated and fully furnished 2bd/1ba condo available for immediate move-in!Perfect for travel nurses, relocating professionals, corporate stays, or anyone looking for a comfortable extended stay. Price varies based...

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$120
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Modern Paradise! Ideally situated just minutes from the vibrant shops, restaurants, and beach of 5th Avenue. This elegant two-story residence boasts 5 spacious bedrooms, exuding sophistication and comfort. Enjoy sunny days by the heated pool or take a leisurely nap in the hammock and enjoy...

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Featured review

"Enjoyed it all"

We had such a great time with family as we visited the Naples area. Kids loved Naples and even Bonita as they really blend together. Our contacts from the management company were wonderful and always available!...

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$1,087
avg per night

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Destin Condo
Sleeps 4, 1 bedroom, 1 bathroom
27 reviews

Distance to beach: 100 feet to YOU ARE THERE!

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Destin, FL Ocean View Resort condominium home! No hidden fees or costs. You are renting DIRECTLY from the OWNER who lives in Destin. Occupancy ONE to FOUR persons, including infants and small children. Non-Smoking/No Pets. Two pools, one is a Gulf front pool. Private beach access and beach bar and grill. We...

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Featured review

"Paradis"

This was our 3rd year booking Sterling Shores 312. Bob and Diane Fiore are outstanding people. Very responsive to all your needs. A pleasure to work with. The condo and the Sterling Shores complex are top...

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$149
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A Great Home Away from Home Boatyard Gated Community Comfy Lanai for relaxing and entertaining Bamboo Wood Floors 2 bedrooms (one king and one queen bed) and 2 bathrooms Main bedroom new comfy king mattress Nice kitchen amenities like air fryer Extra capacity water heater Heated Pool Upgraded...

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$165
avg per night
Sanibel Island House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Get ready for an idyllic island getaway at Casa del Rabbit-RETREAT Beach!!*****Can be rented short term, three months, six months or nine months$ 5500 monthly from May 1 to December 2026*****$225 daily summer fall to $300 daily winter rates from Dec 2026-Dec2027Contact for details! Walk...

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$225
avg per night
The Villages Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Wonderful 3/2 Courtyard Villa with a nice screened Porch to enjoy the Florida Weather. Nicely Furnished & Decorated with a great location below Hwy 44 in the New sections wghere you can enjoy the new uniques recreation amenties. Comes with Golf Cart and everything else you need to enjoy your stay....

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Featured review

"Rest and relax"

Enjoyed the location close to Broonwood Paddock and Eastport. Very convenient with golf l, entertainment, and shopping close by. Quiet neighborhood and easy access to trails

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$126
avg per night
Fort Walton Beach Condo
Sleeps 7, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • WiFi

About this property

Stunning Sixth Floor Condo With Views for Miles! PERFECT SEAT FOR WEDNESDAY NIGHT SUMMER FIREWORKS FROM THE PIER!Summer Place 608 has been completely redone! We have all new tile, paint, furniture, linens, art work, televisions and more! Our 3 bedroom, 2 bath condo offers the most beautiful views...

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Featured review

"Highly recommend"

Beautiful condo. EXTREMELY clean. Mrs. Kim is amazing to work with. The kitchen has any appliance you could need. The beds are comfortable! No complaints here! We will definitely book again!!

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$362
avg per night
Naples Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Nestled in the heart of Olde Naples, The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape. Steps from world-class dining, boutique shopping, and the sun-drenched shores of the Gulf...

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$484
avg per night
Vero Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 30 feet to Vero Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Large main floor three bedroom condo with large terrace.

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$128
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our 2b/2b condo located in the beautiful and secure gated Kelly Greens Golf Course Community. The spacious lanai offers stunning water and golf course views on the first hole and is the perfect place to drink your morning coffee or savor an evening cocktail. Our unit is fully furnished with...

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Featured review

"Terrific location"

Kelly Green is a great place to stay. It is close to Fort Meyers beach and Sanibel Island. The golf course is fun to play and one of the best in the area .The condo has a fantastic view from the lanai....

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$95
avg per night
Destin House
Sleeps 14, 4 bedrooms, 3.5 bathrooms
2 reviews

Distance to beach: 0.1 miles to Emerald Shores Private Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Destin Florida Home Rental4 Bedrooms + 1 Game Room / 3.5 Baths / 3 Car Parking [Sleeps 14] 1st Floor: 1 King Mstr Bedroom w/ Full Bath, 1/2 bath for Liv. Room 2nd Floor: 1 King Mstr Bedroom w/ Full Bath, 1 Bedroom w/ 2 Bunk Bed Sets (twins on top/ fulls on bottom) 3rd Floor: 1 King Mstr Bedroom...

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Featured review

"Pepe"

Loved the accommodations. Everything made the trip enjoyable and I am already looking forward to next year at hopefully the same place.

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$223
avg per night
Miami Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Private pool
  • WiFi

About this property

Located at Seacoast Condominium 5151 Collins Ave Miami Beach Florida. . Resort Style Condominium in the Famous Millionaire Row. Impeccable Location The building was designed by world famous architect, Morris Lepidus. This unit on the 11 floors #. Has 2 Bedrooms and 2 Bathrooms and is a Direct BAY AND...

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Featured review

"Excelente vacación"

The apt is in perfect condition have comfortable beds , the kitchen is remodeled and the furniture are need the owner roberto is very nice and recommend to other friends and come back soon

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$400
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 4 bathrooms LOCATION: 3522 SE 19th AVE Cape Coral, FL, 33904, US LICENCE NO: RR-001642-2026 BUILT IN: 2011 LAST RENOVATED: house painting, tiki-hut, BBQ, airfryer, toaster, dining chairs, baby swing, pool toysMAIN FEATURES: Pool (electronically...

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Featured review

"Great until checkout"

House was beautiful and clean!! Great location!! Host very nice and responds quickly!! Check in was easy, however when it came time to check out I advised them we would be leaving around 9am(check out at...

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$171
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 18 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm ,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house. Designed for unforgettable family moments ,you’ll enjoy relaxing days by the private pool...

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$230
avg per night
Key West House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Looking to ​ Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset...

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Featured review

"Perfect place to relax and unwind!"

We loved our time at Key West Sanctuary! The perfect location to bike to the sights and sounds of Key West; close to one-way roads with a bike lane going to/from Duval. The beautiful and peaceful surroundings...

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$309
avg per night
Sarasota Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 2 miles to Lido

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview...

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Featured review

"2 week holiday"

Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend...

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$139
avg per night
Fort Pierce Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Tropical Getaway in Ocean Village - Resort-Style Living!Escape to paradise in this beautifully appointed 2-bedroom, 2-bath vacation rental located in the highly desirable Ocean Village community on South Hutchinson Island. Situated at 2400 S Ocean Dr, Unit 5113, Fort Pierce, FL 34949, this charming unit...

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$177
avg per night
Key Colony Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Reel Therapy, a beautifully updated three-bedroom, three-bathroom ground-level half duplex located on the tranquil side of 9th Street. The spacious bedrooms include a master suite with a king-size bed, a queen bed in the second bedroom, and two doubles in the third bedroom. Entertainment is...

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$371
avg per night
Satellite Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ocean Front Corner Unit With Panoramic Views! Satellite Beach Florida. THIS IS A REMODELED CORNER UNIT RIGHT ON THE BEACH WITH FANTASTIC PANORAMA VIEWS OF THE BEACH AND OCEAN!Welcome to the Paradise Beach Club on the Atlantic Ocean! The beautiful, newly renovated and well-maintained building is...

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$290
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Our private peaceful renovated Villa with 17 foot ceilings and a relaxing water view at the back of the Villa await you. Regent Park Villas are a community of Villas and private homes in a very friendly, house proud community that is extremely well maintained by the association and the private home ownersThe...

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$127
avg per night
Rotonda West House
Sleeps 8, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 15 miles to Boca Grande Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Book direct on our website/get an immediate quote for your dates. just bring your flip flops (delete the spaces and you'll find our website). The link can also be found by clicking "host" and our link can be found under the heading "links to more information," and then "click...

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Featured review

"Outstay"

We had a great time at the house. It is so beautiful and quiet there and the pool and hot tub were amazing. We would stay there again for sure. The host make sure everything is clean and perfect for your...

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$202
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
6 reviews

Distance to beach: 3 miles to Ft. Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Completely Renovated 11/23About this rental • Sleeps: 6 • Bedrooms: 3 • Bathrooms: 2.5 • Property Type: Townhome • Minimum Stay: 10 - 31 nights • Living Area: 1600 sq. ft.3 Bedrooms [ 1 King -2 Queen-1 Crib 2.5 Baths 6 sleep [-3 TV] Living room with Fireplace H.speed...

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Featured review

"Meadowlark Townhouse"

Getting away from winter for a month and staying at this wonderful townhouse was a dream of a lifetime! The place was perfect for us both inside and out. There was plenty of room to cook, hang out together,...

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$112
avg per night
Hypoluxo Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Lantana Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located within the prestigious Lakeshore Colony gated community directly on the Intracoastal Waterway south of the city of Palm Beach.This waterfront condo overlooks the pool area with lush vegetation and has spectacular views to the east from the third floor balcony. Vistas are visible to Palm Beach...

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$197
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Seasonal rentals starting October 2025!CALLING ALL BOATERS AND BEACH LOVERS! Take a look at this fully furnished 2 bed / 2 bath BAY FRONT end unit condo in Little Hickory Bay. Water views from every window! Southwest rear exposure provides stunning views of Little Hickory Bay itself, right from your...

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Featured review

"Little Hickory Stay"

Love this unit!!! Well appointed corner unit. Nice and bright with great view of the back water. Close to the beach, Doc's and Coconut Jack's. Thanks Lynda and Carla!!!

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$150
avg per night
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3,5 bedrooms | 2,5 bathrooms LOCATION: 618 SW 11TH PL Cape Coral, FL, 33991, US LICENCE NO: RR-001629-2026 BUILT IN: 2022 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Seperate office Concrete dock Elderly friendly...

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Featured review

"Fantastic Villa"

Had a great vacation at Villa Apollo, fabulous pool hot tub and outside sitting area, loved the outside TV. Beautiful views and sunsets. Inside is nicely decorated spacious clean and comfortable, kitchen...

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$112
avg per night
Key Largo Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 100 feet to 4 on site

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This is a 2 story, 2 bedroom, 2 bathroom townhouse that comfortably sleeps 6 in a 24 acre Resort / Condo complex.WE FOLLOW THE CDC GUIDELINES FOR CLEANING AND SANITIZING THIS PROPERTY.Included in the price are Taxes, Cleaning, WiFi, a Golf Cart, Kayaks, Paddle Boards, Bikes, Fishing Gear, Snorkeling...

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Featured review

"very nice complex"

Great condo 3 pools, lots of grounds to walk. Loved the view , 4th floor. Would rent again.. was close to stores and restaurants.

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$222
avg per night
New
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Englewood

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This home is truly the retreat and vacation you been looking for. Featuring a luxurious, coastal decor with a resort style feel. This 3-bedroom pool home has a split floor plan with the living area that is absolutely spectacular when glanced upon. The accents which include shiplap on the dining room wall...

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$183
avg per night
Siesta Key Apartment
Sleeps 2, 1 bedroom, 1 bathroom
22 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

We are a small family owned resort on Siesta Key offering daily rentals Villa 4 is newly renovated Featuring 1 King bedroom, Large shower in bathroom, Large Smart TV in the Living Room, Sofa and Table and Chairs. A/C, Kitchenette with Fridge Freezer, Pop Up Toaster. Coffee Maker, K Cup, Single...

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$203
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 0.0 miles to On Site

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

This 2 bedroom, 2 bathroom, Ocean Front Condo has spectacular Ocean, Marina, Beach & Park views from the Living Room, Dining Room, Kitchen, Master Bedroom, Balcony and even the master bathroom.THIS CONDO IS CLEANED & SANITIZED TO THE NEW CDC STANDARDS.Included at no extra charge are free...

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Featured review

"Wonderful location"

The condo has new furniture, beds are comfy, bathrooms are nice. We had everything we need for a great week. Restaurants, beach and shopping all close by. The owner has lots of extra items available to...

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$265
avg per night
Largo House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Indian Rocks Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Enjoy this beautiful 3-bedroom, 2-bath home in Largo, less than 5 miles from Florida's award-winning beaches. Minutes from the Pinellas Trail, John S. Taylor Park, and a nearby golf course. Relax in the private hot tub, screened patio, or fenced backyard. Pet friendly and fully stocked with beach...

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Featured review

"Exceeded expectations"

House was updated before we got there. Better than the online pics! Very comfortable. Owners thought of just about everything and had great taste with the renovations. Place was quiet & in a convenient...

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$139
avg per night
Rotonda West Villa
Sleeps 6, 4 bedrooms, 3 bathrooms
17 reviews

Distance to beach: 8 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our spacious, fully air-conditioned villa — your perfect home away from home in beautiful Rotonda West. Comfortably accommodating up to 6 guests, the villa features 4 bedrooms, including two master suites (one with a king bed and one with a queen), plus two twin bedrooms that share a...

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Featured review

"Tranquility Villa - stands up for itself!"

What a wonderful villa! So comfortable and tranquil, just like its namesake! Overlooking the lake at the back we had masses of black whistling ducks all day long (cost us a fortune in Walmart bird seed...

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$165
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...

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Featured review

"Old Naples Condo"

This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.

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$122
avg per night
Sarasota Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Famous Siesta Key Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Whether you’re escaping winter or seeking a new sun‑filled home retreat, Granada Bungalow is waiting and is ideal for seasonal renters or families looking for a beautifully maintained home in a friendly, pet‑friendly neighborhood and highly rated Southside School District. It’s where timeless...

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$163
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Step into modern comfort and style at this beautifully renovated 3-bedroom, 2-bathroom Port Charlotte home, perfectly designed for families, couples, or small groups looking for a relaxing Gulf Coast getaway.Inside, you’ll find a bright open floor plan with contemporary décor, new furnishings,...

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$199
avg per night
Ormond By The Sea House
Sleeps 8, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.1 miles to Ormond by the Seas

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Unavailable until December 1, 2026. January, February, March 2027: Currently unavailable.Please feel free to check in, in case we can open up to renters.Don't be shy! Send us an inquiry, and we will give you a personal quote. We will call you on the phone, as I promise you won't be...

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Featured review

"Beachy Interior, Fun Pool, Quick and Straight walk to beach"

This is a hidden gem beach town, at a hidden gem house, at a hidden gem beach! Loved our stay in this wonderful beach house! The solar heated pool worked great, and we used it every day. The hot tub...

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$93
avg per night
Naples Condo
Sleeps 6, 4 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets...

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$142
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful first floor condo with no stairs is ready for a monthly rental and it is situated within the beautiful RESORT style community of Paseo. The admired San Clemente Flat floor plan sits where you will have beautiful scenic views of the lake as you sit on either of the two lovely lanais'....

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Featured review

"An exceptional place."

The layout is ideal. Large center living room, dining room and kitchen. Bedrooms off to either side of the center. TVs in bedrooms. Bathrooms off bedrooms. Double car garage, bikes, grill, floats for...

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$125
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 4 miles to Cape Coral Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A lovely Sarasota Pink home in a quiet and private neighborhood with a view of two intersecting canals that lead to the Gulf of Mexico. The sun sets every evening over the private pool, the waving Royal palms and the canals.The home features natural views of sparkling waters, jumping fish, tropical...

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Featured review

"Fun in the Sun"

The Pink Palace was the “Perfect” spring getaway from the snowy north for our family and our 4 legged friend!The owners were fantastic to work with from start to finish! They were responsive and...

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$195
avg per night
Bonita Springs House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Crystal Seashore, the best family vacation destination directly on Florida's Bonita Beach. Perfect for those seeking luxury and relaxation, while being just steps away from the warm sand and crystalline waters. All 4 bedrooms feature ensuite bathrooms accommodate up to 8 guests. This beachfront...

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Featured review

"Awesome Sunsets and beautiful blue water!!!"

The location is amazing - the beach is on the doorstep! This is a great family-friendly single Family with a stunning pool and wonderful spa. Collier Global Vacation Rentals is an excellent management...

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$1,565
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Caspersen Beach (Venice)

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to your relaxing Sarasota retreat at Sterling Lane, a comfortable and spacious 3-bedroom, 2-bath home designed for relaxation, privacy, and enjoying Florida’s sunshine. With a fully fenced backyard and a private 6-person spa, this property offers the perfect combination of indoor comfort...

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$199
avg per night
Sanibel Island House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This newly completed Florida cottage, located in the sought-after Beachview neighborhood, offers a premier luxury experience. Finished in late 2025, this four-bedroom, three-bathroom residence features meticulous attention to detail throughout.The property includes an extensive lanai with outdoor...

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Featured review

"Beautifully Accented property!"

Stayed for Easter week. Beautiful home, well cared for and updated. Jan made everything easy! Definitely would stay again and have already suggested it to several colleagues!

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$415
avg per night
Holiday House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Anclote beach/Howard Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

House reviews can be found on VRBO under the same name. 4.9/5 star Average. Sorry, no pets allowed!WATERFRONT GEM! This is a stunning Waterfront Property located on the beautiful Anclote River, directly across from a 2-acre conservation island. The photos truly speak for themselves! So peaceful,...

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Featured review

"Wonderful, comfortable place to get away"

Loved the pool and deck. Very comfy home. A Close to Tarpon Springs, New Port Richey, Honeymoon Beach, etc..

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$249
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

This beautiful condo is located in the extremely desirable active Huntington Lakes, which is just minutes from all of the amazing shops, restaurants and the BEACH! This 2-bedroom condo, is fully FURNISHED and stocked with everything that is needed. It is a gated community with plenty of activities such...

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$75
avg per night
New
St. Augustine Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 150 yards to St Augustine Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Located in the gated community of Ocean Gallery, about 7 miles south of historic St Augustine, this 2BR / 2BA condo is beautifully re-modeled with great views of the ocean from your private deck. Our property is located on the "quiet side" of the building overlooking a pond and on towards the...

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$164
avg per night
Cape Coral Villa
Sleeps 12, 6 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 12 guests | 6 bedrooms | 6 bathrooms LOCATION: 1840 SW 40th Terrace Cape Coral, FL, 33914, US LICENCE NO: RR-001815-2026 BUILT IN: 2024 MAIN FEATURES: Pool (gas heated) Spa (gas heated) Gulf access + boat lift Tiki-hut at boat dock Big house with 2nd...

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Featured review

"Great house!!"

I have to admit, this may be the best house I ever rented. The place was beautiful and clean. 6 grown men stayed the week with plenty of room, didn't feel crowded. I honestly have absolutely no complaints...

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$294
avg per night
New
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Private pool
  • WiFi

About this property

Beach Life is Real Living! Enjoy morning walks along the surf and snap pictures of the unique sunsets every night from your Living Room or Lanai! Book this 2 Bedroom, 2 Bath and start making memories you will savor forever. Relax at the beachfront pool, watch the gulls and egrets, meet new friends strolling...

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$433
avg per night
Last Minute Deal
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
7 reviews

Distance to beach: 0.0 miles to Directly on the Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

- Thank you for your interest in Celadon 107. We invite you to stay in luxury and visit "The World's Most Beautiful Beaches".- Located at Celadon Beach Resort - Directly on the Beach 1st Floor with beautiful views of the Gulf. The private balcony is located 10 feet above the sand dunes...

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Featured review

"Another amazing stay at Celadon 107!"

This is our second year in a row staying in this wonderful condo, and it was just as great as we remember! First of all, I can’t stress enough how convenient it is being on the first level - especially...

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$196
avg per night
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FAQ

Cost & Budgeting

What are the most affordable cities in Florida for winter rentals?

Storage Cafe reports that Venice, Vero Beach, Fort Pierce, Naples, Fort Myers, Tarpon Springs, and Clermont are among the most affordable cities for winter rentals. These cities offer a variety of winter rentals in Florida for under $3,000 a month.

Are utilities typically included in monthly winter rentals in Florida?

Yes. Essential utilities such as air conditioning, heating, and Wi-Fi are listed under Amenities in a rental’s description.

How can I find hidden fees or extra costs associated with winter rentals?

Scroll through the property’s description to find the Fees section to find cleaning costs, management fees, resort fees, etc.

What is the average cost of a winter rental in popular Florida destinations like The Villages, Naples, or Siesta Key?

According to Zillow, the average cost of a winter rental in The Villages is $2400, and in Naples it’s $5000. In Siesta Key, the average cost of a winter rental is $7000.

Location & Lifestyle

Which Florida coast (Gulf or Atlantic) is better for affordable winter rentals?

Florida’s Gulf Coast is the more affordable option for winter rentals.

What are some of the best small towns in Florida for snowbirds on a budget?

Titusville, Melbourne Beach, Ponce Inlet, and Sebring are just a few of the best small communities in the Sunshine State for snowbirds on a budget.

What are the pros and cons of renting in a 55+ community for the winter?

One pro is that you have a gathering of potential friends close by. Also, many of these communities offer access to a clubhouse and exercise facilities as well as provide regular lawn maintenance. One downside is that most of these communities have a lot of rules to remember. Plus, the advertised features and services often come with extra fees to cover the costs.

What are some popular activities and attractions for winter visitors in Florida?

The Jacksonville Zoo hosts a Zoo Lights event in December. The Naples National Art Fair in February showcases a variety of artwork. The Marie Selby Botanical Gardens in Sarasota is a big draw for visitors in the wintertime. Fort Myers has 18-hole golf courses open to golfing enthusiasts year-round.

Logistics & Planning

When is the best time to book a snowbird rental in Florida for the best rates and availability?

It’s best to book a snowbird rental at least six months ahead of time. Booking six months ahead of peak snowbird season (October through April) allows you a larger selection of housing options while rental rates are still relatively low.

What are the typical lease terms for snowbird rentals in Florida (e.g., monthly, 3-month, 6-month)?

Typically, snowbird rentals in Florida have monthly lease terms. But some owners offer discounted rates if you agree to lease for a longer period of time.

What documents do I need to provide when applying for a snowbird rental?

When applying for a rental, you need your identification (driver’s license), social security number, contact information, proof of income, and personal references.

How far in advance should I start my search for a snowbird rental?

It’s wise to start your search one year ahead of time to take advantage of the largest number of options.

Accommodation & Amenities

What are the essential amenities to look for in a snowbird rental in Florida?

Some of the essential amenities to look for include air conditioning, heating, fast Wi-Fi, cable/satellite, parking, a washer/dryer, and a kitchen stocked with appliances and dishes.

How can I find fully furnished snowbird rentals in Florida?

Including the keywords “fully furnished” in your online search is an easy way to find these types of rental properties.

What are the differences between renting a condo, a single-family home, or a villa for the winter?

A furnished condo with multiple amenities is an affordable option for social snowbirds who want neighbors nearby. A furnished single-family home may not have the same types of amenities as a condo, but it offers more privacy. Villas offer much more luxurious surroundings than a condo or a single-family home. But villas are the least affordable of the three housing options.

Are there communities specifically designed for snowbirds in Florida?

Yes, there are communities specifically designed to meet the expectations of snowbirds in Florida.

General Information

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What is the "high season" for winter rentals in Florida, and how does it affect pricing?

The high season for Florida winter rentals runs from October through April. During this time, rental rates are higher than in less busy times of the year.

What are some of the most popular destinations in Florida for winter rentals?

Fort Lauderdale, Orlando, Miami, St. Petersburg, and Boca Raton are some of the most popular destinations for Florida winter rentals.

What should I know about Florida's climate and weather during the winter months?

Florida has mild winters with very little rain. The high temperatures are between 60 and 70 degrees Fahrenheit, while the low temperatures sometimes fall to around 40 degrees.

What are the advantages of a winter rental in the Florida Panhandle versus South Florida?

The Florida Panhandle is more affordable than South Florida. Also, the beaches in the Panhandle are less crowded, and the atmosphere has more of a laid-back vibe than South Florida.

Finding & Booking

What are the most reliable websites and resources for finding winter rentals in Florida?

Vrbo, Florida Rental by Owners (FLARBO), and, of course, Florida Rentals are three reliable resources for locating winter rentals.

How can I avoid rental scams when looking for winter accommodation in Florida?

According to the FTC, you should be suspicious of a rental with extraordinary amenities that’s available at a very low rate. An owner who pushes you for a fast decision or asks for payment via a gift card or wire transfer is another red flag.

What are some tips for negotiating the price of a winter rental?

Research the rental rates of condos or homes in the surrounding area so you have an idea of what other property owners are charging. Express interest in renting for three months or more. The owner may agree to lower the rent in exchange for a long-term booking.

What are the cancellation policies for most winter rentals?

Generally, if you cancel less than 60 days before your scheduled arrival, you’re likely to lose your rental fee. Trip cancellation insurance can give you peace of mind if circumstances change.

Flexibility & Short-Term Stays

Can I find month-to-month rentals in Florida, or do I need to commit to a longer-term lease?

Month-to-month rentals and long-term leases are both available in Florida.

What are the pros and cons of a monthly rental versus a traditional annual lease in Florida?

One of the pros of monthly rentals in Florida is that you can try out different places before making a long-term commitment. Also, if you have to return home, you aren’t locked in a year-long lease. A downside of renting month-to-month is that someone else may book the property before you let the owner know you’d like to stay.

Are monthly rentals available in all parts of Florida, or are they more common in tourist areas?

Monthly rentals are available in all parts of Florida, but are especially common in tourist areas to accommodate people on different travel schedules.

How does the cost of a monthly rental compare to a weekly or nightly rental in Florida?

In many cases, going with a monthly rental is more affordable than shorter-term options.

For Different Needs

How can I find monthly rentals that are suitable for business travelers or digital nomads in Florida?

When looking for a monthly rental in Florida, include the keywords “business travelers” or “digital nomads” to narrow the search.

Are there monthly rentals available near major hospitals or medical centers in Florida?

Yes, there are monthly rentals located near medical facilities in Florida.

What are some options for temporary housing in Florida while relocating or searching for a permanent home?

Renting a condo on a month-to-month basis is one option if you need temporary housing. An Airbnb is another option when you’re in-between permanent addresses.

Can I find monthly rentals that include services like housekeeping or laundry?

You may be able to arrange for housekeeping or laundry services depending on the amenities offered by the property owner. Many monthly rentals in Florida include the use of a washer and dryer.