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Florida Snowbird Vacation Rentals

(3393 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.

Anna Maria Island House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
13 reviews

Key Amenities

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

About this property

This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...

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Featured review

"Great Location and Spacious Condo"

We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...

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$392
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful Beach Front Condo - Marco IslandSuperior southwest ocean & beach view. This unit has the most outstanding direct beach/ocean views from every window, even from the master bathroom.Top level brand new finishings in Florida Coastal style with modern quartz countertops in kitchen and...

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Cape San Blas House
Sleeps 12, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to Three Sea Stars, this gorgeous and newly built gulf view home that offers a spacious 4 bedrooms and 3.5 baths. Come enjoy a relaxing week with up to 12 of your closest friends and family while having all the comforts of home! This home offers two primary suites with one including its own private...

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$498
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...

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Featured review

"Wonderful condo"

This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....

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$497
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 2 miles to Manasota Key

Key Amenities

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

About this property

This newly updated home with it's unique guitar-shaped pool is an excellent getaway. The perfect place to unwind and decompress. The beautiful Venice Beach is within a 10 min drive to hunt for shark's teeth and a sunset stroll. If golf is your passion, an 8 min drive takes you to a one of...

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Featured review

"Florida sunshine in Venice"

We enjoyed our stay at this conveniently located home in Venice, Florida. The house had all of the things that we needed during our stay and make us feel as if we were in our own home. It even has a small...

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$167
avg per night

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New
North Port House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Sunny North Port Escape Near Sarasota & Venice Relax in this bright and comfortable vacation home perfectly located near the beautiful Gulf Coast beaches. Enjoy a peaceful neighborhood, cozy interiors, a fully equipped kitchen, and a private backyard ideal for morning coffee or evening unwinding....

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$150
avg per night
Panama City Beach Apartment
Sleeps 7, 1 bedroom, 2 bathrooms
9 reviews

Key Amenities

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

About this property

**Please note that this is one of 3 condos we offer for vacation rental in this resort. If you'd like to explore the best option between the 3 please contact me by phone/text/email.***We offer monthly discounted rates from Mid October to start of March for Snowbirds!*Welcome to our luxurious...

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Featured review

"1736"

The lake view was awesome. Watching the light show was a delight for the kids. The bedroom was nice for privacy. The resort itself was pretty cool. Lots of things to do there or within walking distance....

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$107
avg per night
Bonita Springs House
Sleeps 10, 4 bedrooms, 4 bathrooms
7 reviews

Distance to beach: 5 miles to Barefoot Beach

Key Amenities

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

About this property

Luxury Villa 4 bed/ 4 bath on canal access to the Golf 30 min, beach 8 min away Welcome to absolutely stunning, unique contemporary 3330 sf waterfront on canal villa w/ access to the Golf, with 4 bedrooms & 4 full baths, small office with lots of natural light and desk; fabulous terrace, heated pool...

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Featured review

"Fantastic stay!"

Fantastic stay! The place was clean, stylish, and super comfortable. The host made everything easy with clear instructions and quick responses. Great location too, close to everything but still peaceful....

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$1,448
avg per night
Sarasota Condo
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

For less than you would pay for a small 3 star hotel room, you can rent our turn-key furnished condo overlooking Bobby Jones golf course. NO hurricane damage. Up 5 steps from your enclosed stone lanai to your wood deck. Available today at off season rates. One month minimum.Tucked behind Bobby...

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Featured review

"Condo"

We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.

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$134
avg per night
New
Port Charlotte House
Sleeps 1, 1 bedroom, 1 bathroom

About this property

Waterfront 5BR Retreat – Canal Views, Patio Games & Family Fun! Bring the whole crew to this spacious 5-bedroom, 3-bath waterfront home in sunny Port Charlotte, Florida! With five comfortable queen beds, a bright living room, and a fully equipped kitchen, this home is perfect for families and...

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$69
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to South Venice

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax at our many close by beaches, downtown Venice Island, gulf courses, boating, fishing, tennis, water sports, or our old south adventures. Try or many Biking and walking trails along miles of inland waterways and 30 miles of the Heritage trail. ACoralBay has upgraded and 100% furnished our tropical...

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Featured review

"Home away from home."

Our home on Kimball Rd, Venice Florida was warm and welcoming. The perfect place to spend our winter vacation. Close to tennis courts, walking/biking trails and many beaches. The house was spacious and...

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$136
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

We have three bedrooms and two full bathrooms. Living, dining and family rooms. Great lanai leading to the screened in pool area. We have bikes and other sports equipment. The community has two additional pools, tennis courts and pickleball courts. Our property is only 10 minutes from shopping on...

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Featured review

"Great"

We Stayed in july for 18 days in the House. It was Great! Every thing we needed was there.Family with three Kids from germany

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$279
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

“Sea Bella” has been thoughtfully renovated and tastefully decorated to offer a Secluded Dunes experience in a quaint package. Among the many updates afforded this home includes a new in-ground, private, heated pool. A large great room with vaulted ceilings, a fireplace, and plenty of seating...

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$837
avg per night
New
Longboat Key Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Whitney Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Discover this 3-bedroom gem in Longboat Key.Wake up to the sound of waves and enjoy direct beach access just a few feet from your door. This bright and inviting first-floor 3-bedroom, 2-bathroom condo on Longboat Key offers 1,500 square feet of comfort, convenience, and coastal charm, the ideal place...

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$500
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful Beachplace beachfront unit on the 3rd floor spectacular Gulf and beach view. Has brand new windows and doors and is an end unit in building 3 with glass sliding doors on 2 walls of the living room. This is the closest building to the pool. It has 2 parking spaces. One is covered. Beautifully...

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$425
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

**Welcome to our beachfront Longboat Key condo!If you’re looking for a special two-bedroom, two-bathroom retreat with beautiful waterfront gulf and sunset views, white sandy beach, palm trees and resort style community pool, this may be the place for you! We invite you to look at our photos...

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$489
avg per night
Special Offer
Panama City Beach Condo
Sleeps 5, 1 bedroom, 1 bathroom
11 reviews

Distance to beach: 75 yards to Public Access #24 across Thomas Drive

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 5 plus room for portable crib) On the Grand Lagoon with Private Boat Dock and Slips and across the street from the beach- Call, text, or email owner for discounts and last minute deals.Beautiful, newly remodeled May 2023 one bedroom, Panama...

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Featured review

"Perfect Home away from Home"

My husband and I loved this location! A quick, easy drive to the marina each day for him, and a simple walk to the beach for me. Love the pool! Easy walk to a couple of our favorite restaurants and easy...

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$89
avg per night
Naples House
Sleeps 12, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to 3rd Ave Beach

Key Amenities

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

About this property

Welcome to Naples Paradise! Our Tropical Villa has been recently renovated & stylishly decorated, it is located in the quiet and safe area and only 5-minute drive to 5th ave Downtown, 10 minutes to the 3rd ave and about 10 minutes to the nearest beach.Villa features a spa-like master suite, a...

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$482
avg per night
New
Cape Coral Villa
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 3 bedrooms | 2 bathrooms LOCATION: 705 SW 8th Ct Cape Coral, FL, 33991, US BUILT IN: 2023 LAST RENOVATED: Kitchen, Masterbath, Laundryroom MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Central location - quick access to...

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$198
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

NOW AVAILABLE Pending Cancellation “COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch....

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$110
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach & Delnor Wiggins Park & Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer...

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$723
avg per night
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover your slice of paradise just 10 miles from Naples' pristine beaches! This beautifully remodeled 1-bedroom condo is nestled in a charming gated community, close to first-tier shopping, dining, and world-class golf courses.Step inside to find a modern open-concept kitchen with new appliances...

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Featured review

"Convenient and quiet condo"

This condo is well located in close proximity to Naples downtown and local beaches. I stayed here during a work contract and found the hospital to be conveniently located for commuting. The neighborhood...

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$90
avg per night
Panama City Beach Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Emerald Isle 2103 Panama City Beach, FloridaWelcome to Emerald Isle 2103! This Gulf-Front, 2 bedroom, 2 Bath unit is located on the 21st floor and has a spectacular vista of the Gulf of Mexico.NOTICE BEFORE BOOKING! There is a $40 fee per parking pass, additional passes are $40 Payments are...

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Featured review

"Great Condo!"

My wife and decided to try Panama City Beach this year for our month long getaway. The condo was conveniently located near shopping and dining options.The condo worked great for us and our family...

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Cape San Blas House
Sleeps 15, 6 bedrooms, 5 bathrooms

Key Amenities

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

About this property

Jewel at the Cape resides in a small gate community, just one door away from Salinas Park on the south end of Cape San Blas. The proximity to the park affords this home a very quiet and peaceful gulf front setting flanked by nature and the emerald waters of the Gulf. This home was built to accommodate...

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$1,076
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...

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$215
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
27 reviews

Key Amenities

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

About this property

Welcome to Octopus Garden, your new home away from home! Our first-floor, oceanfront condo at Azure is the ideal vacation spot. Walk right out your door to the gorgeous views of the emerald Gulf coast waters!Our beautiful 3-bedroom, 3-bath condo is ideal for families and includes TWO sets of Beach...

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Featured review

"Octopus Garden Labor Day"

Octopus Garden is the perfect condo! Our family enjoyed the long labor day weekend . Octopus Garden location is perfect Right off the patio is the pool and hot tub. Convenient to supervise children swimming...

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$376
avg per night
Port Charlotte House
Sleeps 10, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Escape to Harbor House, a beautifully renovated and elegantly furnished home designed with comfort and relaxation in mind. With 2,800 sq ft of thoughtfully crafted living space, this spacious getaway is the ideal seasonal retreat for snowbirds seeking sunshine, serenity, and the best of Florida living.Unwind...

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$187
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful waterfront pool home. Located right on the water in a wonderfully quiet area of Marco Island, this beautiful home has it all. It is a short walk to restaurants, bars, super market, shops, marina, and yacht club. Also a quick drive to the fantastic Marco Beaches, golf, tennis, the everglades,...

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Featured review

"Great stay"

Great stay. Close to everything. Plenty of room and we'll stocked kitchen with everything you need.

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$326
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 2 bathrooms
16 reviews

Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2022 Remolded bathrooms, 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house...

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Featured review

"The BEST of the BEST in every way!"

By far and away, this was the best rental property we have ever stayed! We have been visiting Islamorada for nearly 20 years and have stayed almost everywhere you can imagine, and we have now struck gold...

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$417
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
18 reviews

Distance to park: 3 miles to Mgm

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Beautiful 4 bedroom /3 bath private villa only 3 miles to Disney and other parks. Including heated pool/jacuzzi and game room. Free wifi and phone use in USA and Canada and PR. Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets...

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Featured review

"Nice place"

Great place and great location . Close to the parks.. !!)!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

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$125
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Condo is ground floor with 2 bedrooms and a Den. Fully furnished with Master Bedroom with King bed and walk in closet and walk in shower, two TV's, dining table, nook dinette, Lanai furniture, family room sofa and reclining chair. Den has a tv and couch along with a large space for computer work...

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$146
avg per night
Naples Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to your coastal retreat in one of Naples’ most sought-after communities. This beautifully remodeled two-story townhouse offers the perfect blend of comfort, privacy, and modern style—all within minutes of Mercato and Vanderbilt Beach. House is avaliable on a month to month basis. For...

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$341
avg per night
Special Offer
Cape San Blas Townhome
Sleeps 7, 2 bedrooms, 2.5 bathrooms
58 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to our coastal getaway—this beautifully appointed two-bedroom, two and a half bath home blends relaxed beach charm with thoughtful upgrades throughout. Decorated in soft “beach” colors and adorned with local artwork, it offers a true Cape San Blas experience just steps from the...

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Featured review

"Best Home By the Sea"

My husband and I have rented from the Kites now for over a decade. By chance ,we came across his listing and thought we’d give it a shot. We could not have been happier with everything back then and since...

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$255
avg per night
Last Minute Deal
Key Colony Beach House
Sleeps 8, 3 bedrooms, 2 bathrooms
13 reviews

Distance to beach: 0.3 miles to Exclusive Inch Beach

Key Amenities

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

About this property

Note!! ALL Reservations are accepted on a "Saturday to Saturday" check in/Check out basis. VACATION HOME IS LOCATED IN KEY COLONY BEACH just a 2-3 Minute Walk to the Private Members Only "CABANA BEACH CLUB" where you receive a Pass.Welcome to our Casa Mar Azul III, an upscale...

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Featured review

"Excellent home"

This house is exactly as pictured. This was our second visit to this home and we will be back. Pool was clean and a nice plus. Location is a nice quiet neighborhood

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$429
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026.Stay in this completely renovated 1-bedroom Penthouse condo at Sunbird Resort. Enjoy breathtaking Gulf views, free seasonal beach chair service, 3 beachfront pools, and direct access to Pineapple Willy’s...

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$150
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Leave the crowds behind - Tranquil 2bd, 2ba home with private pool and fenced back yard. The home is extremely clean in a quite and relaxed neighborhood close to beaches, shopping, restaurants, golf, fishing and adventure. 5 Night minimal rental off season & 30 nights minimum full month during January...

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$170
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
41 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Bring the whole family & friends to this great LOW FLOOR condo with NO elevator waits lots of room for fun & relaxation. Condo has 2 bedrooms, plus a 3RD with bunk beds, is fully furnished, with a fully furnished kitchen, sleeper sofa, keyless entry, WIFI, and SMART TV's. SLEEPS 8!Laketown...

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$138
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our 2 bedroom 2 bath condo on the ground floor. Just kick your feet up and enjoy the extra large lanai overlooking a flowing volcano waterfall and fountain. You will find a fully stocked unit with everything you could imagine. Enjoy your day with a trip to the 600 foot long lazy river, or...

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$168
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 5.5 bathrooms

Key Amenities

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

About this property

This home resides on the much-favored North Cape San Blas. The unobstructed gulf front vistas and large, private built-in pool and patio make "Fishlips" the perfect family beach retreat. There are very few gulf front homes with private pools in the area. The pool on this home is exceptional....

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$765
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome To This Daytona Beach Vacation Retreat!! Peck Plaza 11NW Come enjoy the newly remodeled 2/2 condo; delightful coastal decor, fully equipped for your family to relax and play at the World's Most Famous Beach. The spacious condo has a comfortable living area with flat screen TV and high...

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Featured review

"Relax in Paradise"

Peck Plaza is a great condo to stay. Great location on the beach. Great deck to sit out on for a late evening after a lazy day at the beach. The condo was furnished and equipped with anything you needed....

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$192
avg per night
Islamorada Condo
Sleeps 7, 3 bedrooms, 3 bathrooms
13 reviews

Key Amenities

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

About this property

Oceanfront Islamorada Townhome with Private Dock, Pool & Sunrise ViewsWake up to panoramic ocean sunrises in Islamorada. This 3-bedroom, 3-bath oceanfront luxury townhome features a private dock, sandy entry for kayaks, and a resort-style pool just steps from your door.Your Keys EscapeSet...

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Featured review

"Wonderful place, wonderful people!!!"

The property owners were extremely helpful in every way. If you can't have fun here, you just can't have fun.

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$755
avg per night
Fort Lauderdale Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 300 feet to Ft Lauderdale

Key Amenities

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

About this property

One block from the sand and on the intracoastal waterway, walk to beach restaurants, bars , and shops. Near the Ritz-Carlton, W, and Hilton Resorts in the heart of Ft Lauderdale Beach! 15 minutes from airport and close to attractions like Las Olas Boulevard, Hard Rock, and Gulfstream Park. Completely...

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Featured review

"Fantastic Experience"

I had the best experience spending time at this condo and can’t wait to go back! It had everything I needed including an in-unit washer and dryer as well as dedicated parking spot. The owners were fabulous...

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$230
avg per night
Marathon Villa
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Stunning rooftop views from this gulf side Tuscan style Villa3 Bedroom 3 Bathroom Freestanding villa located in Bougainvillea, a Gated Community, with a pool exclusive to Bougainvillea Clients overlooking The Gulf of Mexico.There is Great Fishing at this location! You can bring your boat in for...

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$289
avg per night
Cape San Blas Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Looking for the perfect beach getaway? This charming, custom-built coastal townhome at Cape San Blas offers the ultimate retreat for families or friends, with enough space to comfortably accommodate up to 6 guests. Located just a short 3-4 minute walk from the pristine, uncrowded Cape San Blas beach,...

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Featured review

"Saved our vacation"

Can't say enough good things about Jeanie and her team. Vrbo screwed us royally and left us halfway to our destination with no place to stay after we received our booking confirmation. My wife scrambled...

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$162
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 bdrm/2 bath 1,112 Sq Ft condo situated in South Seas East, offering wrap around balcony views of the Clam Bay. One private covered parking and additional guest parkings. 24x7 Manned Gated Community with Three heated pools, Private Access to Beach, Boat Slips, Tennis & Pickle Ball courts, Bocce Ball,...

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New
Naples Apartment
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 18 miles to Marco Island Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Near the Ocean!! Screened back porch water view to enjoy beautiful sunsets! 2bed/2bath condo offers kitchen with lots of cabinet space with tile floor, laminate wood flooring in the living areas and carpet in the bedrooms. Washer and dryer included. One car garage and boat dock/lift behind apartment.Wireless...

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$72
avg per night
Sarasota House
Sleeps 7, 3 bedrooms, 3.5 bathrooms
3 reviews

Key Amenities

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

About this property

Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views and have a private access to the beach. It is...

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Featured review

"Well taken care of beach front rental."

This house was great for our family. It was right on the beach and walking distance to town. It was clean and I don’t think we saw a bug inside the whole time. Great communication with the owner as well....

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$387
avg per night
Naples Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...

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$143
avg per night
Key West Condo
Sleeps 4, 1 bedroom, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the...

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$266
avg per night
New
Naples House
Sleeps 10, 5 bedrooms, 3.5 bathrooms

Distance to beach: 100 yards to Moorings Beach Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Perfectly situated on an oversized corner lot in the elegant Moorings neighborhood sits this 5-bedroom, 3 full bathroom, 2 half bath luxurious home. The interior consists of beautiful hard wood flooring, custom cabinetry, top of the line name brand furniture and appliances. Tall ceilings and endless windows...

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$1,861
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.