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Florida Snowbird Vacation Rentals

(3381 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.

Key West House
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discerning travelers for over 15 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenities and ideal location the perfect spot to enjoy all that Key West has to offer.Dos...

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Featured review

"Dos Casas"

Beautiful sanctuary centrally located in Old Town. Very comfortable accommodations in a well maintained property. Property manager and Owner were very responsive to any questions or concerns that arose....

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$650
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Nestled within the exclusive Treviso Bay community, this elegant 2-bedroom, 2-bathroom condo epitomizes luxury living in Naples. Designed with sophistication and comfort in mind, the unit is finely furnished, offering residents a taste of upscale living within a gated enclave. The centerpiece of Treviso...

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Featured review

"Amazing stay, can’t wait to be back"

Our stay in Treviso Bay was absolutely perfect! The community is stunning, with beautifully maintained grounds and a welcoming atmosphere. The pool was incredible—like something out of a luxury resort!...

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$288
avg per night
Vero Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 60 feet to Sea Oaks

Key Amenities

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

About this property

Please Call/Email William Suddath for availabilityUNIT MUST BE RENTED FOR AT LEAST A MONTH AT A TIME!Beach front, penthouse unit in recent $1 million renovated building. Perfect getaway for winter! Great Ocean views. Just steps to beach and dedicated pool. Balcony, Living Room and large Master...

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Featured review

"Beach and tennis and great owners--oh, my!"

Wow! This was a great spot for our first full March in Florida! The condo has a fabulous view, and the Sea Oaks community and Vero Beach broadly are special. The condo's owners, William and Cynthia, are...

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$373
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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$1,458
avg per night
Babcock Ranch Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 33 miles to Fort Meyer beach

Key Amenities

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

About this property

Luxury Living at its Finest: Brand New Carolina First-Floor Condo. More than 1400 Sqft and spacious 24x7 guarded gated community with Resort style loaded amenities onsite within walking distance. Magnificent view from the Lanai or master bedroom you can see golfers play and watch the lakeview in the morning...

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Featured review

"Winter retreat"

We had a wonderful first snowbird stay here. First floor corner condo was a bonus. Great location close to all amenities. Gym, pool, clubhouse and golf course 2 minute walk. We enjoyed our stay and the...

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$163
avg per night

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Daytona Beach Shores Condo
Sleeps 9, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

PLEASE NOTE: The building is being painted. The work is scheduled to be completed by Dec. 18. The impact on this unit is minimal-- all amenities are available, but pool may be accessible only from the beach. SPECIALS: Escape the Cold! DECEMBER SPECIALS: Stay December 8-19 (10 nights) for $1000,...

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Featured review

"Easy access to pool and beach!"

We stayed for 5 nights and overall were happy with our stay. Plenty of sleeping space and having 2 bathrooms was very helpful. The AC worked great and unlike other condos we have stayed at in the past,...

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$216
avg per night
Destin House
Sleeps 18, 5 bedrooms, 4 bathrooms
3 reviews

Distance to beach: 65 yards to Cyrstal

Key Amenities

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

About this property

SUMMERWIND 5 BEDROOM PLUS - BONUS additional QUEEN Bed and BONUS Bunkroom BASKETBALL COURT PRIVATE POOL 2 MASTER SUITES 3 STORY PRIVATE PICKLEBALL COURT Gulf View Dedicated beach access steps away Onsite YOGA and BEACH PHOTO session (additional fees) 'Pick your Pleasure, Rejuvenate your Soul"WHO...

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Featured review

"Perfect house for our large group"

We had 18 in our group, all 17 years of age or Above and this house was great. Has private pool and basketball court. Short walk to the beach. Only drawback is beach area when using the beach access is...

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$603
avg per night
St. Pete Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Historic, Renovated Pass A Grille Gem Steps from the Sand —Pristine location in Pass A Grille a few blocks from the Don Cesar resort. Newly renovated 3/2 with upscale finishes, gorgeous living space, beautiful screened in porch and back patio , fenced yard with beautiful landscaping and steps away...

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$550
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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$228
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Available now for the 2026 season! Experience elevated beachfront living in this stunning 12th-floor, 2-bedroom, 2-bath condo at Barcelona in Vanderbilt Shores. Perfectly perched on Vanderbilt Beach, this modern coastal retreat features an open, sun-filled layout and elegant finishes throughout. Enjoy...

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$499
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 4 bathrooms
2 reviews

Distance to beach: 0.5 miles to ANNE'S BEACH

Key Amenities

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

About this property

Located in the desirable Islamorada which is know as the “Sportfishing Capital of the World” and where you will find the most beautiful crystal clear waters. The house is just minutes from Channel 5 and Channel 2 which give you quick access to the best ocean and backcountry fishing. You are...

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Featured review

"Perfect vacation home"

You could not ask for a more beautiful and clean vacation home. Everything seems really new and well kept. The moment you walk through the home you see the balcony with the beautiful view of the water....

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$425
avg per night
Tavernier Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to your remodeled 2 - bedroom, 2 - bathroom vacation rental that has everything you need! The Master bedroom features a comfortable king size bed with a private bathroom that has a walk-in shower. The second bedroom has 2 twin beds and a connecting bathroom. The kitchen boasts beautiful granite...

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Featured review

"2 week vacay"

Our trip was wonderful! The condo was clean and nicely decorated. We had plenty of room and the view was priceless!

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$325
avg per night
Key West House
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 0.4 miles to Higgs Beach

Key Amenities

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

About this property

Tiki Tango - Your Key West Oasis in the Coveted Casa Marina District!Welcome to Tiki Tango, a grand 2-bedroom, 2-bathroom home that blends island ambiance with modern luxury. Located in the coveted Casa Marina District of Key West, this vacation rental promises a memorable stay with its private pool,...

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$632
avg per night
Daytona Beach Shores Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
10 reviews

Distance to beach: 5 feet to Daytona Beach Shores

Key Amenities

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

About this property

We call this our little piece of Heaven on Earth. Our Paradise awaits you in this luxurious, three bedroom, three bath 2500 sq. ft direct oceanfront condo located on the beautiful beaches of Daytona Beach Shores. The St. Maarten Beach Resort community includes 400 feet of ocean frontage and beach access,...

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Featured review

"Woodall family"

We had a wonderful visit to unit 101. Very roomy, open and a few feet from the water. Also next to the pool. Our plan is to return next year. We’ve made many trips to Daytona and this is the best all...

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$357
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
New
Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...

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$1,251
avg per night
Islamorada Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 100 feet to Front door

Key Amenities

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

About this property

MINIMUM STAY: 30 daysSpacious and beautiful 2 bedroom/2 bath ocean front condo unit with unobstructed ocean views. BOAT SLIP is available upon request for up to a 46 foot boat, low tide draw is 30 inches. There is an additional fee for boat slip.Walk out your front door and go boating.You’ll...

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Featured review

"Pure serenity"

So clean, so quiet, so beautiful! My wife and I loved our stay at Ocean Harbour. Looking forward to next year!

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$241
avg per night
New
Port Charlotte House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Pet-Friendly Spacious Port Charlotte Home with Heated Private Pool & Lanai3 bedrooms · 3 beds · 2+ bathrooms · Sleeps 6 · 2,300 sq ftWelcome to your perfect Florida getaway! This beautiful and spacious Port Charlotte retreat offers all the comfort and amenities...

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$196
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to your private waterfront paradise in the heart of Sarasota! This beautifully designed 3-bedroom, 2-bathroom retreat offers the perfect blend of luxury, comfort, and serene natural surroundings. With a heated pool and spa, this home is fully stocked to provide you with the ultimate indoor-outdoor...

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Featured review

"Great Place"

There were only 2 of us and we had this huge house to ourselves. This is a family-friendly "home" with a large open kitchen/dining/family room area, lots of open space, and a great screened in outdoor...

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$379
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
6 reviews

Distance to park: 15 miles to Disney's Hollywood Studios

Key Amenities

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

About this property

Located in a very quiet, private community, this four-bedroom Pool & Spa villa is the ideal choice for any family holiday to Orlando. Shops, restaurants and golf courses are all within easy driving distances, with Disney theme parks being approximately 15 minutes away. Universal, SeaWorld and International...

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Featured review

"Your perfect home away from home!"

We have been staying at rentals in the Davenport are for close to 10 years. This home is by far the best! Not only is the home well cared for and clean it had all the necessities we needed. Very spacious...

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$157
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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$272
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

First floor fully furnished condo. Master has King Bed with nightstand, dresser, linen closet and walk-in closet, Bedroom 2 has Queen Bed, nightstand and closet. Both bathrooms have wash cloths and towels as well as beach towels for use by the pools. One is conveniently located just across the parking...

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$156
avg per night
Panama City Beach Condo
Sleeps 3, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

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

About this property

Summit condominium has all the amenities of a first class resort. Tiki bar by the pool. Sandwich shop. Ice Cream shop. playground on the beach. 2large pools hot tub and work out room. the condo over looks the beach and the pool. the patio is set up for enjoying morning coffee or sunset viewing....

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Featured review

"WONDERFUL!!!"

We stayed at this condo for 7 days. We enjoyed being right on the ocean and being close to everything! We had the best time and the condo was very clean and had anything you may need. Marylee is one of...

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$140
avg per night
New
Lauderdale-by-the-Sea Apartment
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Welcome to your perfect coastal escape! This charming 1-bedroom apartment is located directly on the beach in beautiful Lauderdale-by-the-Sea. Step outside—and you're on the sand. ️ Features: • 1 cozy bedroom with a comfortable queen-size bed • Bright and airy living room with...

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$200
avg per night
Siesta Key Condo
Sleeps 10, 4 bedrooms, 4.5 bathrooms
3 reviews

Distance to beach: 0.3 miles to Siesta Beach

Key Amenities

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

About this property

This 4 bedroom 4.5 bathroom condo with elevator, pool and private beach access. No need to look any further as luxury awaits! This unit can be combined with the adjoining unit for 8 bedrooms total. There is a wonderful outdoor living space with dining table and lounging area, living room, dining area,...

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Featured review

"Great condo and location"

Thanks to Stephanie for excellent communication and special thanks to MJ who was very helpful and quickly available during our stay. This condo is beautiful and has an excellent location. It's a 3 minute...

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$698
avg per night
Pompano Beach Villa
Sleeps 3, 1 bedroom, 1 bathroom
1 review

Key Amenities

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

About this property

We are located right off of the intracoastal waterway in sunny Pompano Beach! Right across the street is the dock that can accommodate your boat and or jet-ski. From the canal in front of the property in less than 2 minutes is the intracoastal waterway that will lead out to the ocean. Or you can head...

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Featured review

"Enjoyed the location"

Very quiet & peaceful excellent boat location idéal for fishing & water sports. Golfing was great also.

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$248
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. This second floor fully loaded condo has everything you need. Elevator. ..Contact Alan...

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$405
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Moorings Point is situated in a key location off North Key Drive in North Fort Myers Florida adjacent to the newly planned Marriott-residence communty, Triton81.This gorgeous top-floor condo available in Moorings Point located at the end of N. Key Drive, boasts a fabulous view of the Caloosahatchee...

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$125
avg per night
Miami Condo
Sleeps 4, 1 bedroom, 2 bathrooms

Distance to beach: 4 miles to Miami Beach

Key Amenities

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

About this property

Step into sophistication with this stunning 1-bedroom, 2-bathroom apartment with a den in the prestigious Brickell Heights building. This fully furnished residence combines modern elegance with ultimate comfort, making it the perfect choice for long-term living or a luxurious Miami getaway.Apartment...

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$161
avg per night
Sarasota Condo
Sleeps 4, 1 bedroom, 1 bathroom
9 reviews

Distance to beach: 1 miles to Siesta Key

Key Amenities

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

About this property

ONE OF THE BEST LOCATIONS IN SARASOTA! Very nice and quiet condo complex. Three miles close to the most beautiful beach in the United States. All amenities are within walking distance; groceries, restaurants, entertainment, etc! 1 Bedroom condo can comfortably accommodate up to 4 people One queen...

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Featured review

"Pristine golf course and beautiful condo"

We were very pleased with our condo which was very modern and well organized. Views, pools and amenities were to notch.

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$225
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 200 feet to Bonita Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your dream getaway in beautiful Bonita Springs! This stunning condo offers the perfect blend of luxury, comfort, and convenience. With 2 bedrooms and 2 bathrooms, there is plenty of space for you and your loved ones to relax and unwind. The sleek granite counters and stainless steel appliances...

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$280
avg per night
Naples Condo
Sleeps 8, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

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

About this property

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 are permitted with prior approval and an additional fee.The condo consists...

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$256
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom (1 King, 2 twins)/2 Bath (1 shower, 1 tub/shower) Fort Myers Beach condo sits just across the road from the wide, quiet beaches at the southern end of the island. You will enjoy this private end-unit view overlooking permanently preserved land and no through-traffic. Enter through the screened...

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$171
avg per night
Longboat Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft and contains 3 bedrooms and 3 bathrooms and a private swimming pool. Dining room has views to the water. Canal connects directly to the Bay and the neighborhood is located on the...

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$465
avg per night
Fort Lauderdale Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

The Condo is located at the W Luxury Residences on the 17th floor and directly on the famous Fort Lauderdale Central Beach. It has a direct south facing view with sun all day to enjoy on the balcony with a morning coffee.️Private W Residences Heated Pool for Exclusive use, only for our Residences...

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Featured review

"5 star getaway"

Just returned from our stay and from start to finish this condo had it all! The booking process was so smooth and Jeremy was always available to answer any and all questions! The condo itself had it...

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$439
avg per night
New
Kissimmee House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to park: 9 miles to Disney World

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

***FULLY FURNISHED*** 3 bedroom, 2 bathroom house in Kissimmee. Amenities included: internet, central air, central heat, dishwasher, luxury vinyl floors, gated community with community pool, stainless steel appliances, updated kitchen, washer, dryer. Is pet friendly. Date Available: December 1, 2025....

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$100
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 1807 SW 48th LN Cape Coral, FL, 33914, US BUILT IN: 1997 LAST RENOVATED: 2024 – completely renovated, new high-quality furniture MAIN FEATURES: Pool (electronically heated) Open and modern furnishings Accommodates...

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Featured review

"Beautiful Home! Exactly as Described!"

I had a wonderful stay at this Florida rental! The home was exactly as described—very nice, clean, and well-maintained. The private yard with a swimming area was beautiful and made for a perfect place...

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$230
avg per night
Cape San Blas House
Sleeps 16, 6 bedrooms, 6.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This 2023 build on the north end of Cape San Blas will wow you with its spectacular gathering spaces and huge fenced yard with a private luxury inground pool! This home was built with large groups in mind and boasts two dining tables, two refrigerators, large commercial ice maker, a living room and a...

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$865
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 100 feet to Crescent Beach

Key Amenities

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

About this property

Relax and listen to the waves while sitting on your private lani. You're on the top floor (6th) of the Siesta Breakers Condominium, a private, gated facility with direct access to Crescent Beach, the #1 Top Rated beach in the USA.This luxury 2 bedroom 2 bath apartment, has been kept up to date...

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Featured review

"Siesta Key"

The area: The general area of the condo was a fun place to visit. Plenty of stores within walking distance (just across the street). More than ample restaurants from which to choose. If you are heading...

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$468
avg per night
Last Minute Deal
Davenport Townhome
Sleeps 14, 5 bedrooms, 5.5 bathrooms
3 reviews

Key Amenities

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

About this property

Enjoy the private view from your lovely private pool area in this gorgeous and roomy 5BD Town Home! Start your Orlando memories with your whole extended family. Everyone will definitely enjoy the space in each bedrooms, living areas and the kitchen!For your peace of mind we follow guidelines for disinfection...

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Featured review

"It doesn’t get better than this"

The house is perfect with five bedrooms and six bathrooms. There’s even a bathroom outside next to the pool so you don’t have to come into the house dripping wet going through the house.. each bedroom...

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$185
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
6 reviews

Distance to park: 7 miles to Disney Hollywood Studio

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Beautiful, clean and spacious 5 bedroom and 4 bath house in the most sought after community near Disney! 10 minutes drive to Disney and you can hear the Disney fireworks at night. Close to stores, restaurants and tons of shops. The house was renovated and professionally designed recently. The house has...

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Featured review

"60th birthday gathering"

So it was my wife's 60th birthday and we wanted something very nice so we contacted Mrs. Jun and she was very nice . We we arrived at the home it was just what we were looking for. The home very spacious...

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$151
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Port Charlotte Beach Park – about 10 minutes away

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Waterfront Oasis w/ Pool & Putt, a beautifully renovated 3-bedroom, 2-bathroom retreat that sleeps up to 8 guests. Perfectly set on the canals of Port Charlotte, this home offers the ultimate balance of fun and relaxation.Step outside to your own private paradise, featuring a sparkling...

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$315
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

second floor grand coach home with amazing viewsThis 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 are not permitted in this...

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$249
avg per night
New
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic location with Gorgeous unobstructed views from every room. Corner unit, Huge wrap around Lanai, watch dolphin and manatee play from comfort of the lanai. Private beach access immediately across from condo with rinse shower in path. Condo also sits on the bay to give best of both worlds. Equipped...

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Featured review

"Great Hosts and Great Condo"

My wife Darlene and I leased the condo of Chris and Heidi in four different years, most recently last February and March. The condo is lovely: superbly appointed with every need and comfort supplied, spotlessly...

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$285
avg per night
Cape Coral Villa
Sleeps 9, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 9 guests | 4 bedrooms | 3 bathrooms LOCATION: 1500 NW 27th Pl Cape Coral, FL, 33993, US BUILT IN: 2025 MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Seperate Officeroom Right next to golf course ESPECIALLY SUITED FOR: Families,...

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$258
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Newly remodeled and furnished on ground floor approximately 25 steps from pool and 66 steps to beach and ocean. Main bedroom has king bed with twin beds in guest bedroom; queen pullout couch in living room. Beautiful sunrise and sunset from patio while having coffee or cocktails. Excellent surf fishing...

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Featured review

"Wonderful Condo with perfection location"

Just returned from Florida. We truly enjoyed the condo and the location. Great owner that really cares about her guests. And when they say 11 steps on the pool its true. Location was amazing as small...

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$269
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
26 reviews

Distance to beach: 0.0 miles to Downstairs

Key Amenities

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

About this property

Call for a quicker response . No hidden booking or administrative fees ever as you are booking direct with the owner. SAME DAY RENTALS ARE AVAILABLE.ENJOY walks on the beach, breathtaking gulf coast ocean views, sunsets from the balcony, RELAX and ENJOY life here now. You'll NEVER WANT TO LEAVE...

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Featured review

"PERFECT"

Location, Rooms are decorated perfectly, Kitchen, walk to the beach, cleanliness, amenities of the kitchen, the popcorn and snacks........ everything is perfect. We are repeat renters and will continue...

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$236
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

The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have new Casper mattresses. The layout of the condo offers a beautiful view...

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Featured review

"Wonderful place to stay!"

This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!

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$464
avg per night
Bradenton Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Located only one mile to the beautiful beaches of SMI. The White-sand Beaches of the Gulf of Mexico is a short 1 min drive away. An extra large heated pool is across the driveway away in a beautiful tropical setting with bathrooms and an outdoor shower to rinse off! There is also a hot tub to relax...

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Featured review

"Amazing"

The vacation was amazing. My family had so much fun. We needed this time to relax and get out to the water after being shut in for so long.

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$248
avg per night
Special Offer
Davenport Bungalow
Sleeps 14, 5 bedrooms, 3 bathrooms
22 reviews

Distance to park: 8 miles to Disney Springs

Key Amenities

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

About this property

WINTER 2026....Pool Heat Included! Outdoor Kitchen / 5 Bed / No neighbours behind with private pool! This luxury oasis only minutes to Disney and Theme Parks, Shopping & MORE offers heated private pool, spa and incredible OUTDOOR Kitchen & Bar with TV and granite bar top under Lanai with NO...

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Featured review

"Wonderful place"

My family stayed in this home from Oct 2nd to Oct 20th. The home is beautiful for any type of family. There are multiple bedrooms for up to 14 people. The highlight of the home is the beautiful pool and...

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$213
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.