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Florida Snowbird Vacation Rentals

(3388 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.

Kissimmee Villa
Sleeps 14, 0 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

7 bedroom 4.5 bath waterfront home located in the highly desired Emerald Island resort close to Disney and Universal Studios. The ground floor of this villa is an open concept with a living area featuring a 65" Smart 4k tv. The granite countertop kitchen boasts all new 2022 stainless appliances....

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$272
avg per night
Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully updated 3 Bedroom, 2 Bath Villa located in the Augusta Villas of The Plantation in Venice. Only a few steps to the community pool & clubhouse, on a quiet cul-de-sac.Villa is bright & roomy. Recent updates include kitchen, flooring & all new bedroom furnishings. . Master...

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Featured review

"We love The Islander!"

One of our favorite Florida vacation spots. The Islander unit we rented, two bed/two bath has a beautiful view, gorgeous grounds, and a well-appointed unit. Thank you to the Wilson family for sharing...

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$142
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 7 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Our condo is fully equipped for a weekly vacation or a long stay with all the conveniences and comfort of back home - including new beds, linens, furnishings, and appliances.This 2nd floor condo features high ceilings and a lanai that overlooks the pool and picnic areas. The pool area has a beautiful...

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Featured review

"Amazing experience ️"

Very comfortable apartment in perfect location to the beach and grocery stores with swimming pool, clean and well equipped. Host is very responsive, kind and attentive. Highly recommend for couples getaway...

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$201
avg per night
Dunedin Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Available May 1-30 2026 If property is booked please consider our other property #13186.LOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach & a bike ride to Honeymoon Island/Caladesi Island (voted...

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Featured review

"Unit 206 Dolphin point stay"

I recently stayed at Kristin Savages condo at Dolphin Point in Dunedin Florida. Everything was above and beyond what we expected. Kristin was very accessible to us. The location was great. The condo was...

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$150
avg per night
Bradenton Studio
Sleeps 6, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner

About this property

Rv fo rent in backyard across the street from Palma sola elementary school. It has 1 bedroom, 1 bathroom a full kitchen, dinette and deck. The closest beach is about 5 minutes drive and the main barrier island is about 10 minutes drive. fully furnished.

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$103
avg per night

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Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to luxury living at its finest! Step into this beautifully decorated Arbor Unit, where comfort and elegance meet. The split 2-bedroom floor plan offers the ultimate in privacy—perfect for you and your guests. Perched on the fourth floor, you'll enjoy stunning panoramic views of the...

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$193
avg per night
Venice House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Single Family home with a beautiful golf course view of the Bobcat course right where tee shots typically land. Vaulted Ceilings with open floor plan 2 bedroom, 2 baths with den, laundry room, and 2 car garage. 1,764 of living space which extends to 2,513 sqft with lanai. Seemless indoor-outdoor...

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$175
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful condo in a gated community with everything you might need for a perfect winter gateway.Designated parking spot 2 bedrooms 2 bathrooms Cute lanai for morning coffee Resort style pool with complete gym and amenities 10 mins from Coconut Point \ 30 mins from 5e avenue in Naples

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$115
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...

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$136
avg per night
Boca Raton House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This impressive 4 bedroom, 3 bathroom, 2 car garage waterfront home will leave you speechless as it clearly stands out among the rest! Featuring a private european lighted red clay tennis court, pool, jacuzzi, personal gym and movie theater. This dream home is situated on 1.1 acres of beautiful, tropical...

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$977
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our property is a one story single detached residential home located in a quiet neighborhood. Centrally located near to shopping centers and multiple restaurant options. The home is fully equipped and updated throughout - including a covered patio area and fully screened heated pool and spa.

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$180
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Creciente has 3 gorgeous buildings ON FORT MYERS BEACH on Estero Island. We are located across the street (on the beach) from the newly renovated Santini Mall that has beach shopping and several great restaurants with both formal and informal options. We have arguably the BEST POOL ON ESTERO ISLAND.!...

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Featured review

"Location and Ambience is Hard to Beat"

Mark, we thoroughly enjoyed our stay at your condo in Fort Meyers Beach. We appreciated the lovely furnishings and the comfort they provided. It was great to walk out of the back gate and get to the beach...

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$259
avg per night
Hutchinson Island House
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 150 yards to our own

Key Amenities

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

About this property

Wonderful 2 bedroom vacation cottage located in a gated condominium community with a private beach, called holiday out on Hutchinson island in Jensen Beach Florida. You have the intercoastal on one side and the Atlantic ocean on the other. Full activity calendar if you choose to participate. Dances,...

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$100
avg per night
Bokeelia House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Luxury in Paradise!! Tropical Island Hideaway Beautifully Appointed Home in Bokeelia. Lots of light. Peaceful, private and relaxing atmosphere at one with nature. The grounds are zero-scaped with Florida tropical plantings allowed to grow naturally. This vacation home is well lit with lots of windows...

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$188
avg per night
Big Pine Key House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to San Remo Retreat, a very unique property located in the highly desirable Doctor’s Arm neighborhood on Big Pine Key. Bring your boat, plenty of dock space here! The fish cleaning table will hold your biggest catch of the day!You will feel right at home in this very nicely decorated,...

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$227
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Available to pet free and non-smoking households. 30-day min off-season, 75-90 day minimum high season. --------- Relax in this cozy 2 bedroom / 2 bathroom private bungalow home with coastal decor throughout. Furnished with two queen sized bedroom sets and leather seating in living areas. The dining...

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$117
avg per night
Fort Myers House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 30 miles to Fort Myers Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

A stunning turn-key family home where luxury and convenience meet. This beautifully furnished 4-bed, 3-bath residence is the perfect seasonal retreat or long term home. The open living area is flooded with natural light and adorned with tasteful decor. The well-appointed kitchen boasts stainless steel...

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Featured review

"Beautiful, spacious, well kept home."

Lovely large kitchen in open concept home. We enjoyed spending time on the screened lanai grilling, eating dinner, having morning tea and listening to the many birds. We spent time in the heated pool and...

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$182
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 27 miles to Wiggins Pass

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Newly decorated Bromelia model awaiting YOU for the perfect GOLF VACATION! Accommodations include King, Queen and Trundle bed (in den) along w/ front and back screened lanais. Rear view is STUNNING "Trifecta" of perfect views including Golf, Lake and Natural Preserve. Watch the iconic Everglades...

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$210
avg per night
Spring Hill House
Sleeps 7, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our charming three-bedroom, two-bathroom home, which comfortably sleeps seven guests. Enjoy the luxury of a private heated pool, BBQ, and outdoor seating, . The master suite boasts its own entrance with a view of the pool.Start your mornings right with a cup of joe from our fully equipped...

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Featured review

"Lots of space, ambiance, and awesome host!"

Jess accommodated our short-term request; she is kind, generous, and very responsive! The house and yard were spacious and perfect for us and our four-legged child. The pool was great! The floats and toys...

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$160
avg per night
Destin House
Sleeps 12, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Home Highlights - Private screened pool and spa with TV, grill, and lounge area - 6-seater street-legal golf cart for quick beach runs - Just 1,800 feet to the beach and The Crab Trap restaurant - Spacious open floor plan with 12-foot ceilings and upscale décor - Chef’s kitchen with...

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$293
avg per night
Naples Bungalow
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This boutique-style luxury rental is located in the heart of downtown Naples and was thoughtfully restored in 2023 with high-end finishes and furnishings. Embrace the modern coastal aesthetic, making it perfect for a long-term stay in beautiful Naples. You can easily walk or bike to the beaches, 5th Avenue,...

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$214
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Ideal vacation spot for your family; directly on the beach!!!! Why stay in a hotel when your family can have all the comforts of home in a spacious & secure 8TH floor north-oceanfront condo. The large balcony boasts breathtaking views down the coastline of the Atlantic FREE CABLE AND WIFIFlatscreen...

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$200
avg per night
Delray Beach House
Sleeps 10, 5 bedrooms, 3.5 bathrooms
11 reviews

Distance to beach: 0.2 miles to Atlantic Avenue

Key Amenities

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

About this property

Tucked away in the most desirable location in Delray Beach, this beach house is only 1 block from the Ocean & 1 block to trendy Atlantic Avenue. Two charming houses on one fabulous property separated by a tropical courtyard w/ heated salt-water pool, spa, lounging & dining area. Main house offers...

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Featured review

"Perfect location"

This is the second time we have rented this home, and the location and set up could not be more perfect for families. Walkable to everything and on a great street.

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$1,282
avg per night
Daytona Beach Shores House
Sleeps 5, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

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

About this property

This cute clean spacious two bedroom two bath home with a huge fenced back yard is a wonderful way to vacation and stay safe during these troubled times. And it's dog friendly. We are located very close to a beach access park with parking and a small river park that is dog friendly. All the conveniences...

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Featured review

"Perfect vacation gem!"

Amazing host and perfectly kept little vacation house that definitely felt like a home! Very comfortable, convenient location, and has everything you need to relax and enjoy the beach vacation! Will definitely...

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$134
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your charming slice of paradise in Englewood, FL. This 2 bedroom, 1 1/2 bathroom home has undergone a recent renovation, offering the perfect blend of coastal and modern comfort.Upon entering the home, you will feel the open and airy living space and seamless flow from the living room...

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$110
avg per night
Redington Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Condo, 3 Bedrooms, 3.0 Baths, (Sleeps 6) NOTE: There is an application required for rental of this property that must be submitted 30 days in advance and approved in order to reside at this property. 30-night minimum stay! Please - no "broken" months!The pools are currently out of service...

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$337
avg per night
New
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$276
avg per night
Boynton Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 2 miles to Boynton Beach

Key Amenities

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

About this property

3 bedroom 3 bath home in waterside on the intra costal, internet , cable, electricity included close to pool and pool deck Fully furnished and ready to go. beautiful intra costal community renting fromApril1/25 till till November 15 2025.

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$183
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Siesta Key/Crescent Beach

Key Amenities

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

About this property

This exquisite Coastal House with all brand NEW furnishings has a beachy style with King size beds in ALL 3 bedrooms! It’s conveniently located just 3.8 miles from #1 Siesta Key Beach, only 5 miles to downtown Sarasota, just 7.5 miles to Lido Key Beach/St. Armand's Circle, 2 houses down from...

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Featured review

"Newly Remodeled, Super Clean!"

We had a lovely stay at this newly remodeled home in Sarasota. We enjoyed morning coffee on the back patio after a great night's rest in the king size beds (three KING beds--what a bonus!), and we definitely...

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$325
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Your Seasonal Escape Awaits in Punta Gorda, Florida! Embrace sun-filled days, scenic views, and a prime location close to top attractions. This seasonal rental is your ideal getaway—whether you're looking to unwind or explore. Relax by the pool, visit nearby parks and golf courses, or enjoy...

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$83
avg per night
Lauderhill Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Our newly renovated, well appointed condo property is the perfect choice for Florida travelers. This Kool Vacations property is in heart of all the action and right on the golf course. You will enjoy the direct view of the golf course from this first floor unit right from the spacious and relaxing screened...

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$129
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Azario SunriseGolf, Pickleball, Tennis, Community Clubhouse and much more Full-Service Bahama Bar/Restaurant, Resort Pool, Toasted Café, and Fitness Center Fully equipped kitchen to make fabulous meals Smart lock for Self-Check-in, Fast WIFI, luxurious linens Close proximity...

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$347
avg per night
Longboat Key House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Looking to step back in time to enjoy the "Old Florida Lifestyle?" Located in the quaint historic village of Longbeach is this cozy one-family house with two queen bedrooms and a third private space that sleeps two more. Two fulls baths accommodates all. Kitchen includes microwave, coffee...

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$250
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Make great memories at this unique, family-friendly condo on the beach. Iconic Peck Plaza has outstanding panoramic views from every room. The complex offers lots of fun activities. Enjoy the billiards room, ping pong room, or fitness room. Relax at the pool or hot tub. Lower pool deck offers tennis/...

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$187
avg per night
New
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

WOW! Your dream CONTEMPORARY POOL home away from home is complete with an ENTIRELY remodeled interior and revived landscape.( Please be aware NO PARTIES!) 3 bedroom/2 bath, the home offers upgrades throughout the kitchen, dining, family, master bathroom and living rooms. The beautiful home also includes...

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$237
avg per night
Pompano Beach House
Sleeps 8, 3 bedrooms, 3 bathrooms
7 reviews

Distance to beach: 2 miles to Pompano Beach

Key Amenities

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

About this property

Beautiful 3/3 home with pool and outdoor living areas. 1.6 miles the beach. Close to restaurants , shopping , golfing, cruise ports, outlets, college and professional sports. The kitchen is fully stocked with everything needed to cook. There’s a complimentary coffee/tea bar, as well as cold...

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Featured review

"Excellent Place"

We’ve been blessed to travel a lot and we agreed that this home was one of the BEST place that we’ve stayed in. Bee was communicative, kind and thorough. When we arrived there, it was spotless, and...

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$350
avg per night
Longboat Key House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Discover this newly rebuilt hurricane-resistant home at 701 Broadway St, Longboat Key, FL 34228 . Perfect for couples or small families seeking a serene vibe.Property Features2 bedrooms, 2 bathrooms. 1 bedroom guest house above garage, just one flight up. Fully gated backyard with swimming...

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Featured review

"Super Cute Long Boat Key Cottage!"

Absolutely loved our stay at this Longboat Key cottage! It’s perfect if you work from home — fast, reliable Wi-Fi and a dreamy window seat made it easy (and enjoyable) to stay productive. The location...

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$750
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The modern furnished villa with 2.000 ft² has 3 bedrooms and 2 bathrooms. Each bedroom has a flat-screen TV. In the spacious living and dining area you can find a place to relax on the couch. The large LED TV in the living room is connected to the Internet and also has a German program.Meals...

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Featured review

"Phantastic villa"

The villa is eccellent clean, a lot place and the equipment ist nearly perfect. Everything is there, you will miss nothing!!!

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$310
avg per night
Hutchinson Island House
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Jensen Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bring your family to the beach and enjoy this charming single family home just a few minutes walk to the ocean. Our community has everything -- swimming pool, private beach access, pickleball, tennis courts, bocce ball, and a marina where slips are available and inexpensive. There's also a boat...

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$282
avg per night
Hollywood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Spacious 3BR/2BA Home with Pool in Prime Hollywood Lakes Bright single-family home located just two blocks from the Intracoastal Waterway. Features include a Florida room with floor-to-ceiling windows, kitchen with stainless steel appliances and wood cabinetry, separate laundry room, and a resurfaced...

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$235
avg per night
Cocoa Beach Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Direct oceanfront corner first floor 3 bed/2 bath condo unit. Literally steps to beach and heated pool, clubhouse with full kitchen and game room! Walking distance to downtown Cocoa Beach, 100's of fantastic restaurants, bars, boat, kayak & paddle boarding rentals, dolphin & manatee tours,...

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Featured review

"Awesome"

The unit was as advertised. We were there for 4 months from December 7, 2024 to April 7, 2025. Not only were the accommodations perfect, but the people residing there were welcoming and friendly. We didn't...

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$137
avg per night
Jupiter Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Beautiful and impeccably furnished condominium, overlooking the lake from your screened in porch. In the heart of Jupiter, 200 yards from the beach.The space: • 2 bedrooms & 2 full baths • 1 King and 1 Queen bed • Screened porch with lake view • Impeccably and newly furnished • Large...

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Featured review

"A Fantastic Place!"

We stayed the month of March in this lovely condo! This was our 2nd year renting this fantastic property. The condo itself is immaculate, well furnished including an updated kitchen and has everything you...

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$275
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

Resort-style living at Heritage Landing Golf and Country Club in beautiful Punta Gorda, FL. This recently built 3rd-floor Birkdale condo is fully furnished with 2br/2ba and has a beautiful view of a lake and massive preserve.The main living area features a open concept kitchen, breakfast nook, patio...

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$168
avg per night
Mary Esther House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
7 reviews

Distance to beach: 12 miles to NAVARRE

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

Waterfront 4 bedroom home. LARGE MASTER ON THE FIRST FLOOR Water view from every room.Beautiful, large home, located just minutes away from the beach emerald waters of Navarre Beach, Destin and Fort Walton Beach. Large home has high ceilings, a gourmet kitchen & spacious living room. French...

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Featured review

"Vacation w my Husband"

We had the pleasure of staying at the Berridy’s home, and it was an amazing, relaxing experience. Their home is extremely comfortable & equipped to the max, from the kitchen, bathrooms & bedrooms & very...

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$233
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Summerland Cottage-Relax At Our Little Piece of Paradise!Host Missy Proctor Phone meeting is required before booking approval. Please email me for my number and any questions you may have :)Come and Enjoy our Cozy Little , Nostalgic Keys Stilt Cottage on Summerland Key! Enjoy Open water views...

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Featured review

"Our new home away from home"

We are a family of three with a 16-year-old son. We rented on the adjacent Cudjoe Key for the last 15 years. We focus on fishing, snorkeling, and exploring the area by boat. This year, our usual rental...

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$229
avg per night
New
Englewood East Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to Happy Gator 2!Your sunny escape in Englewood awaits. This bright 3-bedroom, 2-bath villa offers everything you need for a relaxing Florida getaway—including a private, screened-in pool for refreshing dips any time of day. One of the bathrooms opens directly onto the pool deck, perfect...

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$190
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful 3 bedroom 2 bathroom with stunning views of the river. Within in a few blocks of downtown Fort Myers. Trolley stops in front of building and picks you up for FREE rides to downtown Ft. Myers (In Season). Master has King split. 2nd bedroom new queen bedroom 3rd office has queen sleeper sofa....

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Featured review

"Size"

The location, the space , the time, the scenery, things in the area was right. And its beautiful what we needed it

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$283
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This Condo Is Completely Sanitized* Before You Arrive (See Below)!!(Please Note: Only 90-Day Guests Can Reserve Our Condo Between 1/1 and 5/1, unless booked prior. Right Now, January, March, and April are Available.. Thank You.)Enjoy Beautiful Warm Sunny Naples Weather While Staying in This 1st-Floor,...

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$271
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**Still Available for snowbirds!!**This beautiful 1581 square foot home built in 1993 is the perfect place for anyone looking for a spacious and updated living space. With 2 bedrooms, 2 bathrooms, and a den, this first floor corner condo offers plenty of room for you to spread out and enjoy the stunning...

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$193
avg per night
North Fort Myers Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Furnished Townhouse/Condo located in a quiet complex with only 6 units. Walk out your lanai straight to the pool. Beautiful backyard preserve, no backyard neighbors. This condo has newer appliances including washer and dryer, Master bedroom has a King bed and the master bath has double sinks and a...

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Featured review

"Our 3 month stay in 2025"

It was very easy working with Jim and Kelly to rent their lovely 2 bedroom, 2 bath townhome in North Ft Myers. It is in a quiet neighborhood and has a newly refinished and fenced in swimming pool that...

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$86
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.