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Florida Snowbird Vacation Rentals

(3293 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.

Fort Myers Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
7 reviews

Key Amenities

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

About this property

Estero Beach Club's new heated beachfront pool and spa are OPEN. It looks better than ever and we are excited to host you! TAKE ADVANTAGE OF OUR POOL OPENING SUMMER SPECIAL!If this condo is not available, check out our other condo in the same beachfront building. Rent one or both with friends...

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Featured review

"203"

Great condo , well stocked great view Michelle was great host condo was very well decorated and clean

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$238
avg per night
Key Largo House
Sleeps 4, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Stilt home on canal providing quick Bay access. Spacious master bedroom and bath. Bright and sunny kitchen and living area. Huge sundeck overlooking canal for ultimate relaxation. Covered patio underneath home, complete with picnic table, BBQ, hammock, outdoor games, and covered parking.Fenced...

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Featured review

"Outstanding rental experience"

I rented this home for three months during the winter/spring and had an incredibly positive experience. The location is excellent- quiet at night but also close to fun bars and restaurants. The house is...

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$189
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Waterfront Pool HouseSummary: Nestled on the picturesque Marco Island, this charming waterfront home offers the perfect blend of luxury, comfort, and relaxation. With breathtaking views of the sparkling waters, you’ll experience the best of Marco Island from the moment you arrive. Walking distance...

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$450
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 16 miles to Boca grand Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community are like nothing else you’ve seen in Southwest Florida. You will enjoy a stunning resort style pool featuring gradual entry and lap lanes. A...

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Featured review

"Beautiful condo"

Lovely 2 bedroom, beautifully decorated. 2 bath condo over looking the golf course. Nice corner location.. Quiet. The condo had everything needed for an extended stay. Pool is within walking distance .Gated...

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$103
avg per night
Vero Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Direct oceanfront condo on tranquil North Hutchinson Island, minutes from charming Vero Beach to the north and historic Ft. Pierce to the south. 10th floor northeast corner unit with wraparound balcony providing stunning views up and down the coastline as well as sunset views to the west over the...

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Featured review

"Heaven on Earth"

Perfect! Amazing! Beautiful! Breathtaking! There are not enough words to describe how wonderful this place is. From the minute I walked through the door i was in awe of the beauty all around me. The...

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$143
avg per night

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...

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$114
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Tigertail Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

THE VIEW SAYS IT ALL!! Welcome to this nice and comfortable 2nd floor MARCO ISLAND 2/2 in Smokehouse Bay Condos located in beautiful Marco Island, FL. This charming unit offers a comfortable and convenient living experience with its two bedrooms and two full bathrooms. The unit comes fully furnished with...

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$280
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Location! Location! Location! This beachfront 9th floor condominium in Majestic Tower I is perfect for your beach getaway. Majestic Beach Resort is located in the true heart of Panama City Beach. It is within walking distance to many popular restaurants and attractions, including Dee's Hangout, Barefoot...

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$126
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This 11th floor, 2-bedroom, 2-bathroom beachfront condominium located at Ocean Reef offers over 1,100 square feet of coastal living space. The fully equipped kitchen features granite countertops and stainless-steel appliances. The living room offers ample, comfortable seating, a flat screen & incredible...

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$131
avg per night
St. Augustine Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

**Renovated Ocean View Condo | Steps to St. Augustine Beach | Sleeps 5 + Infant**• Renovated ocean-view condo just steps from St. Augustine Beach • Private balcony with beautiful ocean views and coastal breezes • Newly renovated 2BR/2BA condo at St. Augustine Beach & Tennis Club •...

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Featured review

"Cute, comfy beach condo!"

We couldn't have asked for a better St. Augustine location! The condo is steps from the beach, and a quick 10-minute drive to the historic district. We had several dining options to choose from within a...

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$177
avg per night
Panama City Beach Cottage
Sleeps 8, 3 bedrooms, 2 bathrooms
14 reviews

Key Amenities

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

About this property

Enjoy a relaxing coastal getaway at Stutzman Beach Cottage—fully furnished, thoughtfully equipped, and just a short walk to the shore.This charming cottage features 3 bedrooms and 2 full bathrooms, comfortably accommodating up to 8 guests (maximum of 5 adults).Primary Bedroom: Adjustable...

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Featured review

"Great value!"

House was nice and clean. I would definitely recommend for someone looking for pet friendly. Owners were great to work with. Golf cart included made it so easy to get back and forth to beach. Will definitely...

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$152
avg per night
Islamorada Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Mile Marker 75 – Bayside4 bedroom 3 bathPalm Cottage South, is a charming, modern home directly on the canal with a heated, private pool, dockage, and access to the Port Antigua community sandy beach. Dockage for 24′ boat max on the lift pictured.Elevated for great breezes and...

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Featured review

"Excellent as always."

Port Antiqua is perfect for fishing Tarpon etc. The boat lift makes it super easy to use our skiff.The house is set up for fishermen. A true thumbs up.

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$500
avg per night
Punta Gorda House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Perched gracefully on the southernmost corner of the top floor, this turnkey furnished penthouse residence at Grand Isle Towers offers an unparalleled vantage point overlooking the marina channel entrance, Charlotte Harbor, and the South Marina Basin. With nearly 2,500 sq ft under air, every detail of...

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$250
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Views from every window 2 Bedroom/2 Bathroom (no one living above) corner end unit with access to a rooftop deck directly above this sunny and bright unobstructed panoramic view of Sarasota Bay with deeded beach access to one of the most pristine stretches of pearly white Gulf of Mexico sand directly...

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Featured review

"HBC"

Lovely place with a great view of the bay. Well set up with all of the things you need. Owner very accomodating

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$200
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Lease this luxury Birkdale, 2-bedroom, and 2-bathroom, of the Terrace Condominiums; located at the beautiful secured and gated Heritage Landing.Heritage Landing is a brand-new Golf Country Club Community in Punta Gorda, Florida. Current amenities are an 18-hole golf course, high end gym, yoga room,...

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$75
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt Beach & Wiggins Pass State Park

Key Amenities

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

About this property

This beautifully renovated home features first floor master with large soaking tub and double vanity, The open floor plan leads to the stunning oversized lanai and hot tub to watch the amazing sunsets and golf course views. The newly paved lanai has so much privacy with outdoor kitchen for entertaining....

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Featured review

"Great home. Owner made it a special place."

The home was immaculate. The owner did so many small things that made our stay special. The view of the course from the lania was awesome. The golf course was short, but tough. Overall a great experience.

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$333
avg per night
Punta Gorda House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

WATERFRONT WITH DOCK & LIFT. TURNKEY FURNISHED- SEASONAL / OFF-SEASON RENTALA Waterfront Sanctuary Where Every Sunrise Feels Like a Promise Discover a seasonal escape where luxury meets the romance of true waterfront living. This totally updated coastal haven offers premium sailboat access, placing...

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$150
avg per night
Key West Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

This charming one bedroom cottage has everything you need. Full kitchen and living area to relax in. Outdoor backyard patio with gas grill. It is an easy walk to shopping and dining. If you have a car, this property offers a private parking space for your convenience. Please note this is a monthly...

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$133
avg per night
Babcock Ranch Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to this beautifully designed 2 Bed, 2 Bath model Furnished condo in the highly desirable Webb’s Reserve community of Babcock Ranch, America’s first solar-powered town. This bright and modern residence features an open-concept layout filled with natural light, a contemporary kitchen...

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$133
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...

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Featured review

"Excellent Location"

This house is the Perfect Location!!! 13 minute walk to the beach. The pool was new and we enjoyed it everyday! Meredith at the rental agency was super quick with responses. The beach umbrella in the garage...

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$223
avg per night
Miramar Beach House
Sleeps 7, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

⭐ TOP LOCATION! 5-Min WALK to Miramar BEACH ⭐ FREE BEACH GEAR – 6 chairs, tent, umbrella, wagon & toys; 2 bicycles ⭐ PET-FRIENDLY – Fenced yard, one of the largest in the complex ⭐ Sparkling POOL for Family Fun & Relaxation ⭐ Fully Equipped KITCHEN with Everything You...

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Featured review

"Family Spring Break Getaway"

Well-appointed home within a comfortable walk to the beach. The owner, Elena was very helpful and responsive throughout the booking process and in making recommendations for dining and shopping. We had...

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$272
avg per night
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
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Sterling Breeze located at 16701 Front Beach Road is one of Panama City Beach's most sought-after complexes, as it offers guests a beachfront seasonally heated pool, hot tub, poolside cafe, fitness center, charcoal grills, and security. Sterling Breeze is located less than half a mile to Pier Park...

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$162
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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$268
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy beautiful Florida sunsets at this west facing pool and spa villa and grillWelcome to our beautiful 5 Bed, 5 Bath, West Facing Pool Villa located in the quiet gated community of VistaPark. Only 15 mins from Disney, 5 mins to great Shops and Restaurants.This home has all the necessary amenities...

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Featured review

"Great villa would rent again"

We were there for 17 nights and had great time. Plenty of shops and restraunts around. Owners helpful and took good care of us. We went to Disney. Universal. Gatorland and a Cat cafe to see great cats....

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$196
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms

Key Amenities

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

About this property

Latitude 29 Unit 26- If you're looking for a quiet beach getaway, you cannot top Latitude 29. Located on the quiet west end of Panama City Beach in the quaint Laguna Beach area, this condominium is directly on the beach. You can enjoy views of the sugar white sands and emerald green waters of the...

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$173
avg per night
Fort Pierce Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
2 reviews

Distance to beach: 6 miles to Fort Pierce Inlet State Park *Best Beach!

Key Amenities

  • Air conditioning
  • Pet friendly

About this property

Welcome to The Sunrise City! Come spend the winter in paradise!Kick back and relax in this calm, peaceful space located off the Indian River Lagoon in the historic Susannah pioneer settlement four miles south of Forth Pierce and 12 miles north of Jensen Beach, Florida.Enjoy afternoon breezes,...

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Featured review

"2026 stay 35 days"

Savanah River Cottage is absolutely adorable, from the magnificent view of the Indian River to the hair raising whirr of the trains Very well appointed and clean as a pin. A very large backyard for my dog...

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$125
avg per night
Hollywood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful 2/2 condo. The unit is clean, spacious and provides all the comforts needed to enjoy a serene vacation. The unit is tastefully decorated, brings all needed items to relax as well as a coffee bar. The building provides a gym, playroom, small library and direct access to the beach. *** the...

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$117
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to Public Beach, 5000 Gulf Shore Blvd N, Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Renovated condo with the new stainless steel appliances in the best location in Naples, Florida. 3 miles to the beach, very close to great restaurants, Costco, Walmart, Target, Publix, Waterside shops, only 10 minutes to 5th Avenue. Enjoy the club house with resort style community pool, BBQ area, billiards,...

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Featured review

"Wonderful stay"

Enjoyed the month of January in Naples. The rental was very comfortable and well appointed. Mattress was perfect for a great night’s sleep. The balcony view and breeze was pleasant. The community pool...

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$133
avg per night
Englewood East House
Sleeps 10, 3 bedrooms, 2 bathrooms

Distance to beach: 9 miles to Manasota Key

Key Amenities

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

About this property

​Experience the luxuries of a new build (in 2022) with no mold or musty smells. Decorated and furnished with a coastal theme and up-to-date styles, this brand-new home is a tranquil escape from the busy world. The exquisite outdoor living space includes a covered lanai, a sunning patio with...

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$178
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom
14 reviews

Key Amenities

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

About this property

→ Full Beach Service included with your vacation stay from March 1, 2026 to October 31, 2026. For a one week stay this is over a $200 value free.Welcome to your beachfront getaway at Sunbird Resort! This Gulf-front condo features Sunbird’s largest floor plan, offering extra space, stunning...

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$160
avg per night
Jensen Beach Cottage
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Jensen Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Recently renovated 2 bedroom 2 bath cottage off Indian River Dr. Fully furnished vacation rental. .master bedroom suite with en suite bath. Modern granite kitchen, dishwasher, counter seating. Living room ..dining room ..Queen beds in both rooms.. washer and dryer.. Less than a mile to down Jensen Beach...

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$149
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 1 bathroom
4 reviews

Key Amenities

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

About this property

Welcome to Fort Myers! The condo is conveniently located near shopping and restaurants footsteps away and a short drive to the beaches and river views, and downtown. This updated condo has an open concept with luxurious granite countertops and appliances. The kitchen is fully stocked with all that...

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Featured review

"Cute little place"

We actually stayed here for your months: December 2024 thru March 2025. Nice clean 2 bedroom apartment. King bed in master -very comfortable! Kitchen well equipped. large bathroom. Nice bed linens and...

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$87
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Summer never ends in the Florida Keys! Endless Summer is located on Summerland Key in the very desirable Summerland Cove neighborhood. This is a two bedroom, two bathroom comfortable home with additional and very accommodating living space on the lower level.Upstairs is open concept living with a...

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$184
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Minutes to Siesta Key, downtown Sarasota, hospital, restaurants, shopping, fitness and schools. Entertaining and seamless indoor/outdoor living from a large 17-by-37 resort-style pool with fountains, an alcove with a built-in table and seating is incredible, tranquil and relaxing. There is a hard-to-find...

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Featured review

"Wonderful home - great pool - close to beaches!"

Owners Rachael & Sarab were wonderful during our stay and great to work with. The pool was as advertised, very large, great for a good sized family with kids. The home layout was great for our family as...

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$203
avg per night
Fort Myers Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

The Paseo community is a fabulous resort style gated community. This casita townhome featuring two spacious bedrooms and two and half baths in the luxury resort of Paseo in Fort Myers, FL. This townhouse is move in ready, so just bring your swimwear and sunglasses! Look no further as this unit has it...

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Featured review

"Outstanding"

Very comfortable and well maintained home.Jane was a wonderful host and very accommodating. The complex is more like a resort than a gated community. Something to do almost every night.

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$85
avg per night
Key West Condo
Sleeps 5, 2 bedrooms, 1 bathroom
6 reviews

Distance to beach: 0.2 miles to Fort Zachary Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AMAZING LOCATION in TRUMAN ANNEX: SHABBY CHICKEN - come stay with the large & proud bird in town!! She's not too shabby after all, she is close to the action, but far enough from the riff-raff :) Large front yard and porch to watch Key West pass by. Beautiful and spacious in/outdoors. POOL within...

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Featured review

"Shabby Chicken was perfect"

Shabby Chicken was absolutely perfect. From the location, amenities, interior , exterior, proximity to Truman waterfront , Fort Zachary beach and the Green Parrot. Marie (and Tom) were awesome. Karen and...

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$366
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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$250
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

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

About this property

Fabulous newly renovated end unit condo featuring 3 Bedrooms, 2 Bathrooms, and a full view of the marina from an enclosed lanai. Condo is equipped with a king bed, queen bed, and 2 twins, so there is no need for your guests to sleep on a sofa! Condo has new flat screen tv's (living room and master...

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Featured review

"Beautiful!"

This unit and the property are beautiful! Everything went smoothly during our stay. The property was clean and well maintained. We will definitely consider returning to this complex and specifically this...

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$171
avg per night
Lake Wales House
Sleeps 2, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Lake Ashton's amenities include a 26,000 square-foot clubhouse and a 30,000 square-foot health and fitness center. The clubhouse features an assortment of amenities that include an exercise center, sauna, dining and lounge facilities, game room, woodworking shop, card room, arts and crafts room,...

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Featured review

"Wonderful Community"

A lovely home in a Senior Community! Everything was as stated in ad. The use of the golf cart made the stay enjoyable as all the community activities were so close. Joe is very easy to work with & we would...

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$61
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

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Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

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$190
avg per night
Destin Condo
Sleeps 12, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

New complete remodel for 2024! New pictures coming soon!This is a spacious 4 bedroom & 3 bath beach condo which is located on the third floor of Leeward Key. Rarely do you see a 4 bedroom condo this size in this location. This unit sleeps 12 with 2 king beds, queen bed, three full beds, and a...

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Featured review

"Snowbirds"

We rented this condo for 10 weeks as snowbirds. Beautifully decorated, lots of space, kitchen very well stocked. Owner was wonderful to work with. Very accommodating- he had grab bars installed to make...

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$375
avg per night
Ponce Inlet Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
10 reviews

Key Amenities

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

About this property

Spectacular Oceanfront 3BR/3BA Corner Unit Right on the No-Drive BeachThe Unit This meticulously refurbished, second-floor end unit at Lighthouse Shores (Unit 206) offers a private, luxurious getaway in Ponce Inlet, Florida. The condo features new tile floors throughout the unit and breathtaking,...

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Featured review

"great location. owner very nice and helpful"

will visit again. very quite in late October and November . harry was delight to talk with. we liked the condo layout. the seating was a plus. appreciated having recliners.

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$142
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
Rotonda West Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
14 reviews

Distance to beach: 5 miles to Englewood Lemon Bay

Key Amenities

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

About this property

Heron's Way is perfect spot for relaxing holiday, yet close to the best beaches, golf courses, nature trails and shopping malls in the South West. It is situated in a tree lined road, on a freshwater canal which attracts an abundance of wildlife. Minimum of passing traffic, just the sound of birdlife...

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Featured review

"Another Wonderful Stay!"

Another Wonderful Stay!Just returned from a fantastic 2-week stay at this beautiful Florida villa—our third time visiting, and it never disappoints! The villa was spotless and extremely comfortable,...

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$174
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home is the ideal getaway for the whole family! The interior of the home is super spacious with an updated kitchen that looks out over the canal and large pool.There are three bedrooms, two bathrooms, and a large family area with a big screen television for your entertainment. Not to be outdone,...

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Featured review

"Outstanding location for fishing, boating, & diving!"

Stayed at this gem before and after Lobster mini season. The pool was perfectly refreshing after a day in the sun on the water. There are several free boat ramps nearby. Great proximity to the Looe key...

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$284
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Mile Marker 75 – BaysideLarge, modern 4 bedroom canal front home with pool in Lower Matecumbe Key in Islamorada, Florida Keys. This gorgeous home overlooks the pool and canal.The main selling point of Latitudes is the home’s awesome outdoor area. Pool, Tiki Hut, grill and outdoor seating...

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$800
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 6 miles to 5th ave

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy...

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Featured review

"I do not understand??"

Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany

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$68
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 17 miles to Ft Myers

Key Amenities

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

About this property

, Brand New, 2 bedroom condo on 3rd floor with elevator. Very Clean, Well-Stocked, Luxury condo in SWFL's favorite resort community. Enjoy paradise at Heritage Landing Golf and Country Club. This gorgeous 3rd floor condo has 2 spacious bedrooms, 2 full bathrooms, and beautiful sunset views that will...

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$92
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,271
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.