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Florida Snowbird Vacation Rentals

(3314 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.

Summerland Key House
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 6 miles to Baja Honda

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Conchcanary is located on Little Torch Key, in the heart of the Florida Keys. Come relax in our hammocks with a tropical beverage or bring your boat for some fantastic fishing.Enjoy your morning coffee with a canal views from the screened balcony. Newly updated kitchen with top of the line appliances,...

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Featured review

"Honeymoon in the Keys"

My wife and I spent the first 7 days of our married life living it up in the Keys. We loved it. Kayaking in the bay. Trips to the beach (very different from other beaches). Snorkeling in the ocean! Live...

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$183
avg per night
New
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Escape to Cape – your relaxing vacation retreat! This 3BR/2BA pool home in the heart of Cape Coral features a split-bedroom layout, perfect for family time and privacy. Highlights include a fully equipped kitchen, heated pool & hot tub, patio and lounges, BBQ, smart TVs in every room,...

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$159
avg per night
Boynton Beach Condo
Sleeps 2, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

Tucked away on the second floor of the Village Royale Condominium, This unit is your gateway to the serene beauty of Boynton Beach .This recently renovated 1-bedroom, 2-bath condo has been thoughtfully designed to offer a modern retreat. After undergoing a complete transformation, the unit now boasts...

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$100
avg per night
Panama City Beach House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Casa Blanca! This beautiful home is a short and easy walk to the crystal white sands and the gorgeous waters of the Emerald Coast.Relax with the whole family, extended family or special friends. This cozy, yet spacious, beach home is decorated and stocked for a memorable beach vacation.You're...

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$200
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our MiraVista condo located directly on the Quail Run Golf Course. It is a beautiful 2 bedroom, 2 bathroom condo. The condo has a relaxing ambiance with stainless steel appliances in the kitchen. The unit has screen in lanai with amazing golf course views. Enjoy a cup of coffee in the morning while watching...

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Featured review

"Perfect stay"

The apartment is a dream. Everything was perfect. Very clean. Nothing is missing. The location excellent. Tatiana was extremely friendly from the first contact. She was always available and kept asking...

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$109
avg per night

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Palm Coast House
Sleeps 4, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.8 miles to Old Salt Park

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

No smoking home. No pets. Beautiful, treed lot with privacy in a quiet neighborhood. Concrete block cottage with porch, big yard. Beach is accessible by walking, biking or car with public bathrooms. Close to Publix and local restaurants. Looking for a winter renter or mid-term renter.

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Featured review

"Baby Blue Beach Bungalow"

We stay at the Blue Bungalow during the month of March 2025. We absolutely LOVED it. The place is brand new with the perfect location. It is a 10 minute walk to the beach or you can drive to 2 beach...

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$73
avg per night
Bonita Springs House
Sleeps 1, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

!!**AVAILABLE SEASON 2026!! ***Spacious 3 Bedroom + Den and 3 Full Baths home with Heated Pool & Spa on an oversized lot. This property is close to shopping, restaurants, beaches and wonderful historic Bonita Springs. Enjoy new kitchen upgrades to satisfy your inner chef. Take part in the tranquil...

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$139
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to loudermilk

Key Amenities

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

About this property

Beautiful 2 Bd, 2Ba condo overlooking 17th Green of our Arnold Palmer Signature Golf course at the premier community of Naples Lakes Country Club in beautiful Naples Florida. There are 5 Har-tru tennis courts, wildlife preserve, gorgeous renovated Club house with state of the art gym, full service bar...

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$137
avg per night
Indian Rocks Beach Cottage
Sleeps 4, 1 bedroom, 1 bathroom
4 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Rentals by owner
  • WiFi

About this property

LOCATION, LOCATION, LOCATION!!!This One-of-a-Kind Property is located on the Gulf Beach Side of Gulf Blvd. in the heart of Indian Rocks Beach. The property has two side-by-side cottages, this profile is for "Cottage A". Description and availability for " Cottage B" can be found...

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Featured review

"it was a great stay ."

Had fun great weather ill do it again . place was spectular .the gulf was beautiful . resaustrants had great food

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$115
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom
11 reviews

Key Amenities

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

About this property

This condo is on the 11th Floor with amazing full view of the Gulf of Mexico. Bring binoculars to watch the dolphins and other sea life right from the balcony. NEW: Newly resurfaced tennis court with PICKLEBALL lines. Bowling Alley and games across the street at Laketown Wharf. Beach lounges...

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Featured review

"Quiet Getaway"

I needed a quick and quiet getaway and this was perfect. We stay at this condo in June every year. So I already knew the place was comfortable and with a gorgeous view of the beach. The November vibe is...

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$145
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$195
avg per night
Key Largo Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
7 reviews

Key Amenities

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

About this property

DIRECT BAYFRONT | Mile Marker 99 | Gated Community | Resort-Style Living | 28-Night MinimumMulti-million dollar, unobstructed bay views + the peace and privacy you come to the Keys for. Located at Mile Marker 99 in Key Largo, this direct bayfront condo delivers a true resort-style experience in a...

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Featured review

"Gorgeous Condo!"

Absolutely loved my time here! The condo has all updated bathrooms, kitchen and laundry! The master bathroom is beautiful and felt like I was in a hotel! Views are gorgeous and the location is great! Will...

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$257
avg per night
Special Offer
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

The Villa Seashell was completed in September 2023 and offers a spacious, bright, modern ambience for your vacation on about 2000 sqft. Large sliding glass doors in every rear facing room allow you to connect the living and dining area with the lanai or just open the inside to the outside.A few numbers: ...

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Featured review

"Wunderschön"

Wir hatten die Villa Seashell für eine Woche als unser Zuhause. Es ist wirklich ein wunderschönes Haus. Alles was man braucht ist da und noch vieles mehr. Das Haus ist gemütlich eingerichtet und alles...

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$266
avg per night
Nokomis Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 2 miles to Nokomis Beach

Key Amenities

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

About this property

Brand new luxury Townhouse available for annual or short term rental. This is a 3 bedroom 2,5 bathroom unit with lake view, one car garage and a private driveway. All bedrooms on the second floor are carpeted and have access to the laundry closet. The living are and the kitchen feature ceramic tile...

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Featured review

"Beautiful home in upscale community"

We stayed in this home for 3 months this past winter. It is a very roomy house with a nice screened lanai and large garage. We used the pickleball courts and pool almost everyday when we were not biking...

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$138
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Florida Keys Vacation Rentals – This waterfront home located in Coral Shores Park on Little Torch Key. It is a real paradise pleaser! The spacious interior is nicely decorated and completely remodeled. It has a beautiful open floor plan with views of the expansive deck and open water.There are...

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$174
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Beautiful 4th floor condo with gulf views, a private beach, and a private fishing pier. This space was completely renovated in 2020 with all new features (including central AC) and furniture throughout. The fully-stocked kitchen is equipped with everything you need for a home-cooked meal. With a king...

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Featured review

"Great Location"

Half a mile walk to Siesta Key Village. We had a wonderfully updated condo. Maria and her husband were great landlords. We had a beautiful view every morning of the sunrise and every night on the private...

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$258
avg per night
Daytona Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Daytona Beach

Key Amenities

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

About this property

Luxury 2 bedroom, 2 bath Penthouse is located in the gated community of the Marina Grande. Amenities include 2 waterfront pools, spa, steam room, workout facilities, yoga room, 18 seat private theatre (Appt. needed), game room and much more. Condo is turn key with spectacular sunrise and sunset views....

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$86
avg per night
Islamorada House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to a relaxing getaway in the heart of the Florida Keys in Islamorada, known as the "Sport Fishing Capital of the World" This recently renovated home is perfect for families, multiple couples, or boating groups, offering flexible spaces and direct ocean access just minutes form top fishing,...

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$477
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

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$386
avg per night
Key West House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
3 reviews

Distance to beach: 600 yards to Simonton Street Beach

Key Amenities

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

About this property

Enjoy an unforgettable stay at a one-of-a-kind ship-builder's home in the heart of Old Town Key West. You will be on a quiet lane in the most desirable neighborhood, just a few short blocks from dining, boating, fishing, galleries, theatre and entertainment. Unique features include open air kitchen...

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Featured review

"Excellent experience"

Management was informative and responsive. The home was perfect for our needs. Everything was pristine and well cared for. I would give this rental and the management the highest recommendation.

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$414
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Crystal Lake Park

Key Amenities

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

About this property

Waterfront Gulf access home, boat dock, 3-bedroom 2.5 baths, pool home with den for extra sleeping or office space. Fully stocked and equipped kitchen with stainless steel appliances and granite countertop to cook all your favorite meals. Enjoy the tiki view of Meadowview Lake with direct access to the...

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$293
avg per night
The Villages House
Sleeps 4, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your perfect lakeside getaway! This beautifully decorated 3-bedroom, 2-bathroom home offers a serene lakeview, just a short distance from the vibrant Brownwood Paddock Square, where you’ll find an array of shops, restaurants, and entertainment options. Convenience is key with a Publix...

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$211
avg per night
Sarasota Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 2 miles to Siesta Key

Key Amenities

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

About this property

AVAILABLE August 1, 2026 TO DECEMBER 18, 2026 Welcome to this beautifully updated 2-bedroom, 2-bathroom first-floor condo located in the desirable Ashton Lakes community. Enjoy the convenience of step-free living with an assigned carport just steps from your front door—no stairs to climb.This...

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Featured review

"Ashton Lake."

We very much enjoyed our winter vacation at Jeff & Jennifer’s Ashton Lake unit. The condo was very clean, updated and renter friendly. It has one of the best community pools that I have seen. Detwiler...

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$105
avg per night
Port Richey House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

HOLIDAY/ SEASONAL SALE $2625 + $195 =$2,,820 PER WEEK BOOKINGS FOR 2022 AND 2023 AVAILABLE. POOL HEATING INCLUDEDONE OF THE TOP VACATION RENTALS AROUND! BOOK NOW5

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Featured review

"Late March 2023"

A little smaller condo building which is nice, the building is well kept but a little older, our unit 106 was very nice and updated, tile flooring throughout. Great sunsets off the patio. Beach was clean,...

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$375
avg per night
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

A beautiful detached home in a gated golf course community with 24/7 security.Wonderful community filled with welcoming neighbours.Hunters Ridge has a large community pool including golf privileges, tennis courts, pickleball, bocce ball, walking and bike trails.Community events and a restaurant...

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Featured review

"Hunters Ridge"

Great location and very nice property. Gated and nice amenities, good location overall for community and this rental. Walking distance to pool and clubhouse.Nice layout, with primary suite separated...

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$138
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

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$1,744
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available and with special pricing for 2027….Don’t wait - book direct with the owner!!Resort style living awaits you at Lennar's Heritage Landing Golf and Country Club in Punta Gorda, FL. This recently built 2nd floor condo is fully furnished with 2br/2ba and enjoys spectacular views...

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Featured review

"Paradise"

We throughly enjoyed our stay. The condo was outstanding and the area was fantastic. The amenities were great and all the people we met. I would definitely recommend Heritage Landing to anyone looking for...

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$126
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Beautifully updated beachfront condo. 2005 remodel included new kitchen & baths with hardwood cabinets, granite counters and appliances, tile floors throughout and high end furniture & decor. Other features include walk-in closets in both bedrooms, extra closets in both bedrooms & laundry...

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Featured review

"Amazing Condo !!!"

Enjoyed a winter stay in the perfect condo on Marco Island. Located on the beach which is convenient for morning walks or jogging. There is a pool and hot tub to relax in. Enjoyed being in my beach chair...

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$132
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This premier oceanfront Condominium has remarkable direct ocean views with tailored elegance throughout. Recent tasteful renovations, including new bathrooms and a kitchen makeover aligns perfectly with the beach theme. Fully tiled walk in showers in both bathrooms. New upscale kitchen cabinets and new...

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$107
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Outstanding Condo – Truly a Gem"

This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...

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$126
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
53 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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$110
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 5 miles to Siesta Key Public Beach Access

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Come and unwind in this quiet and cozy 2 br/1.5 ba, first floor end unit condo, situated just a short 10 minute drive to the cool emerald waters of Siesta Key, named the nation's best beach - twice! Relax in this tastefully furnished condo located in a small, quiet community, surrounded by grocery...

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Featured review

"Cozy"

We had a wonderful stay in this beautifully decorated and updated condo. Enjoyed the pool. The place was quiet and close to the beach. The owner was very friendly and accommodating. We loved it so much...

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$133
avg per night
Bonita Springs Estate
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

*BOOK NOW FOR JANUARY & MARCH 2027! * AVAILABLE FROM 5-9-26 & FORWARD WITH A 30 NIGHT MINIMUM. * MINIMUM RENTAL PERIOD IS 1 CALENDAR MONTH DURING SEASON (JAN., FEB., MAR., APR.) - DURING THE OFF SEASON CAN BE SPLIT MONTHS, BUT STILL 1 MONTH - NO WEEKLY OR WEEKEND RENTALS * NO Vrbo FEES *...

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$325
avg per night
Estero Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

!!! Beautiful 1 Bedroom Waterfront Condo - Turnkey Furnished - Vanderbilt Beach!!! Available Now 2023 !!! Fabulous 1 bedroom 1 bath This house is truly unique with several custom touches. a large screened lanai perfect for entertaining and enjoying the beautiful sunrise views. tastefully appointed...

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$267
avg per night
New
Key West House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

OWNER PAYS 12.5% TOURIST TAX ON YOUR BEHALF - $0. CHARGES ADDED TO YOUR RATECasa Atlantic is located in the upscale Casa Marina District on a quiet shrub lined street that has very little traffic because it is not a through street. This luxury house that was built in 2013 with 1,672 sq. ft. of finished...

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$419
avg per night
Marco Island Condo
Sleeps 4, 1 bedroom, 1.5 bathrooms
2 reviews

Key Amenities

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

About this property

Walk from your room to the new heated Pool with all new furniture, to the Beach, to the Ocean with this newly remodeled Tradewinds 1 Bedroom 1.5 bath beach front 4th floor Island view condo with a Well appointed Kitchen with New Stainless steel French door Fridge with filtered water and ice maker, oven...

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Featured review

"Compact, But Very Nice With Everything You Need!!"

We stayed both January & February of 2024, & thoroughly enjoyed it! The condo is small, but George & Lisa were sure to provide everything you will need for a great stay! The morning views of the sunrise...

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$196
avg per night
Largo House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Enjoy the comfort of this spacious open floor plan with comfortable King size beds, large walk-in closets and a patio, pool and fenced in back yard. Our living room with entertainment area with 65 " flatscreen TV adjoins the fully equipped kitchen and Island bar. A separate dining room is also part...

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Featured review

"Quality home, great lication"

My husband and I stayed for a month in this home. It is in a lovely neighborhood, walking distance to restaurants and a park. On our electric bikes we could even bike to the beach! The Pinellas Bike Trail...

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$283
avg per night
Marco Island Apartment
Sleeps 4, 1 bedroom, 1.5 bathrooms
6 reviews

Key Amenities

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

About this property

Sunshine state of mind! Introducing the epitome of coastal-beachfront luxury living! Welcome to this exquisite third-floor condo in Tradewinds of Marco Island. This totally renovated condo over seeing the pool and beach, featuring new flooring, kitchen, and bathrooms will have you smiling every day. Imagine...

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Featured review

"Updated, great view, cleam"

You couldn't ask for a better host. Communication was outstanding. Condo was clean, updated, with everything you would need for your stay. Great views of the gulf and easy access to beach. Truely enjoyed...

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$222
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 feet to Located on a private beach

Key Amenities

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

About this property

Located at Sanibel Harbour, Condo 431 in The Bayview Tower is the perfect get- away spot for relaxing at the beach and pool and enjoying all that the Florida Gulf coast has to offer.The unit was recently fully renovated including new easy gliding lania terrace slidersWatch the dolphins and...

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Featured review

"Birthday weekend"

Great accommodations, VERY clean, Quiet, comfortable beds, beautiful view!!! 5 stars!!! Wonderful host!!!!

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$362
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Ft Myers Beach

Key Amenities

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

About this property

Experience a luxury living retreat at this fully renovated and newly furnished 1st-floor condo in the secure Kelly Greens Golf and Country Club gated community. This modern 2-bedroom, 2-bath unit was designed to have your comfort in mind whether you like to play golf on-site or relax near pools and beaches.  ...

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Featured review

"Wonderful place to spend the winter!"

Kellygreens Golf Club is wonderful and Julia's condo provided us with all we needed to really enjoy our time in Fort Myers! Golfing there is so much fun and the nearby beaches are beautiful!

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$155
avg per night
Naples House
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...

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$1,367
avg per night
New Smyrna Beach Bungalow
Sleeps 6, 3 bedrooms, 1.5 bathrooms
6 reviews

Distance to beach: 4 miles to New Smyrna Beach

Key Amenities

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

About this property

This historic train house is unlike anything else in the world. The 2 trains are joined by a manmade middle section that has the hallway and bathrooms in it. One train has the 3 bedrooms and the other has the Family Room, Dining area and Kitchen. These trains have been completely restored from being...

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Featured review

"Nice stay"

Great place to spend a few weeks. Close to Flagler and Canal streets. Easy bike ride to the beach. We would stay again

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$233
avg per night
Stuart Cottage
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 30 feet to Hutchinson Island Beach

Key Amenities

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

About this property

Spectacular beachfront condo!! Beautifully updated beach front condo with views from every window! Enjoy our private beach! Located in the Marriott Resowith a private beach! A weekend getaway or work/school staycation with stellar internet! We also own a second 1 bed 1 bath condo in this building...

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Featured review

"Did not disappoint"

Condo was in an excellent location with covered parking. Very convenient to the beach and pool area. The interior was immaculate and we did not expect all the amenities within the condo to be so inclusive;...

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$307
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Laketown Wharf retreat in the heart of Panama City Beach! This stylish condo offers a comfortable and functional layout, perfect for families, couples, or groups looking to enjoy the beach, pools, and all the fun right outside your door.The Space→ Spacious Living Room –...

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Featured review

"Nice relaxing trip"

Everything was immaculate and enjoyable. No problems this location is close to everything Pineapple Willy's and Walmart. It is close to whatever you are trying to do. It has a variety of activities you...

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$87
avg per night
Cape Coral Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Gorgeous waterfront 2-bedroom condo in downtown Cape Coral!*** NEW LISTING! ***Background check required by HOA, minimum rental period is 30 days. See below for details.Experience Cape Coral like a local in this 2-bedroom condo 2 minutes from downtown Cape Coral! The space features a king...

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Featured review

"Nice condo, great location"

2 Bedroom, 2 Bath Condo located on the waterway with a pool. Close to downtown restaurants and bars. Very quiet. Burrowing owls up the street. Loved it.

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

Key Amenities

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

About this property

Fully Furnished, Spacious Accommodations: Awesome Apartment near the Beach in Naples offers a spacious apartment with two bedrooms and two bathrooms. The property features a fully equipped kitchen, air-conditioning, and a private pool.Exceptional Facilities: Guests can enjoy a spa and wellness center,...

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$121
avg per night
Special Offer
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.7 miles to Siesta Key Beach

Key Amenities

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

About this property

**Completely Renovated February 2025** Welcome to island life! Enjoy your own private resort in the heart of the #1 beach in America, Siesta Key!Indulge in the pinnacle of island living at this pristine waterfront home on Siesta Key—a haven where luxury meets natural beauty. In the heart of...

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Featured review

"Beautiful and comfy"

5 stars. Wish I could give 10. Beautiful and comfy cozy home, comfortable beds, gorgeous pool, so kid friendly and lovely views from the fire pit. The decor is top notch!! Danielle and Jeb were great-...

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$387
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. All new 1100 foot-long paver walkway along our new beautiful seawall. Enjoy fishing...

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$357
avg per night
Port St. Lucie Estate
Sleeps 16, 5 bedrooms, 3 bathrooms
1 review

Distance to beach: 15 miles to 6

Key Amenities

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

About this property

Estate home bordering Stuart and Port St. Lucie. This delightful estate boasts 5 bedrooms, including a king bed, 4 queen beds, One queen bed with a trundle, a cool bunk bed with a full size bottom for the kids, and more. With 3 bathrooms equipped with amenities like a bidet and a luxury rain shower in...

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Featured review

"Spacious"

This was a spacious home, however we were unable to use one of the bedrooms due to no electricity in that room. Also, we were unable to use one of the sinks which needed repair. The condition of the house...

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$434
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Lion’s Paw — a beautifully designed 4-bedroom, 3-bath beach home in North Cape San Blas, just steps from the sugar-white sand and next to the State Park. Located in a quiet gated community with pool, this family-friendly retreat includes a golf cart, fully equipped kitchen, and...

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$210
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.