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Florida Snowbird Vacation Rentals

(3309 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.

New
Bonita Springs Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Casa Bonita Grande is perfectly situated between Naples and Ft. Myers Beach and is and is close to everything you will want to do when visiting SW Florida! Come join us and see why we love the Hickory Island lifestyle on Bonita Beach. Enjoy morning walks along the surf and snap pictures of the unique...

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$258
avg per night
Lauderdale-by-the-Sea Condo
Sleeps 5, 1 bedroom, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beachfront Luxury Condo – Steps to the Sand & Minutes to Lauderdale-by-the-SeaExperience true Florida beachfront living at this beautifully renovated, designer-finished condo in the exclusive Sea Ranch Lakes North community. Let the ocean hit your feet and the sand be your seat as you step...

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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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$296
avg per night
New
Siesta Key Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

WAKE UP TO FULL PANORAMIC GULF VIEWS. FALL IN LOVE WITH SIESTA KEY.This Beach Condo has Over 125 5-Star VRBO Reviews out of a total 135 reviews. Imagine waking up each morning to breathtaking panoramic views of the sparkling Gulf waters, stepping into your private enclosed lanai with a fresh cup...

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$275
avg per night
Port Charlotte House
Sleeps 10, 5 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

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

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Featured review

"Lovely"

Wonderful place to stay! You will love it! Feels just like home!I would recommend staying here with your family

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$199
avg per night

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Fort Myers Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 900 feet to Shell Mound Access

Key Amenities

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

About this property

Discover the New Fort Myers Beach with this cozy 3 bedroom / 2 baths Pool and SPA home situated on the island of Forth Myers Beach half way between Times square and the Publix supermarket. The caged Pool and SPA overlook a canal where often fish can be seen jumping out of the water. It has 2 car garage,...

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Featured review

"Wonderful place"

From the moment we booked, the communication was fantastic. They provided a detailed guide that made self-check-in and out a breeze. The home was spotless and even more beautiful than the photos—we especially...

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$312
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.5 miles to Yacht Club Community Park and Beach

Key Amenities

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

About this property

This beautiful, newly renovated 3-bedroom home is located in the peaceful Cape Coral Yacht Club Basin neighborhood and less than a mile from downtown Cape Coral: - The house has a very open floor plan with LVT flooring throughout. It is great for entertaining and relaxing alike. It is also pet friendly! -...

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Featured review

"We thoroughly enjoyed our two months at the Cozy Cape Casa!"

Everything you see in the pictures is accurate. This home is in a quiet, walkable neighborhood close to shopping, restaurants and night life. We have a dog so we especially appreciated the fenced in yard....

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$194
avg per night
Melbourne Beach House
Sleeps 14, 7 bedrooms, 8 bathrooms

Distance to beach: 50 feet to Melbourne Beach

Key Amenities

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

About this property

Welcome to "The Havens at The Dunes", a part of "The Florida Havens" collection of properties. This extraordinary oceanfront retreat offers 2 private beachfront villas on one secluded stretch of coastline. Set on protected sea turtle nesting grounds and bordered by conservation land,...

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$1,857
avg per night
Port Charlotte House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Spacious 4BR Pool Retreat – Fenced Yard, Outdoor Games & Near Beaches! Escape to your own slice of paradise in sunny Port Charlotte, Florida! This bright and spacious 4-bedroom, 2-bath home offers everything you need for a relaxing and fun getaway. Enjoy a refreshing dip in the private inground...

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$199
avg per night
North Port House
Sleeps 9, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Big Lot with a lot of spaces for kid seat on waterfront park near by . 4 bedroom home with 6 bed and one single sofa bed and living room have smart tv , high speed internet, dining room with 6 chairs one entertainment room including 3 functions billiards table , kitchen with load cooking supply outdoor...

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Featured review

"Very Nice Clean Home with lots of space."

Our 10 day stay at this home was very nice with everything we needed. Located in a quiet neighborhood close to the main strip in North Port, close to many restaurants, grocery stores, golf courses and...

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

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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$166
avg per night
St. Petersburg House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 4 miles to Gandy Beach

Key Amenities

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

About this property

Wonderful 3 bedroom house will full amenities, large yard and pool. Strategically located and within 15-20 minutes to the airport, St. Petersburg, beaches and Tampa.

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$150
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Pride of ownership shows in this LOVELY 2BR/2BA 2nd floor condo with a full balcony. Unit is ON THE BEACH--no crossing the street to walk over to the beach; you are there. Take the elevator down to the parking garage and walk onto the beach. Check out the photos to see the beautiful kitchen with granite...

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Featured review

"amazing view"

This unit was comfortable and well stocked. Kitchen had everything needed. Joyce was super easy to book with, extremely responsive and easy to reach. The building was immaculate. We loved sitting on the...

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$203
avg per night
Ruskin Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 0.3 miles to on the side

Key Amenities

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

About this property

Luxury corner Townhome with gorgeous views of the bay.Weekly and Monthly rates on request :more reviews on VRBO # 245150 always cheaper to book trough me as you pay no service feeThe Townhome is a 3 Bedroom, 2.5 bath end unit, and part of the resort Little harbor.Our Waterfront...

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Featured review

"STUNNING"

This place is beautiful. It has everything anyone could ever need. So clean and very welcoming. The pictures are spot on. We enjoyed sitting on the balcony and watching the manatees daily and so many. Also...

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$162
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Experience Coastal Elegance at Beachplace PenthouseWelcome to your dream beachfront retreat, where coastal living meets luxury at its finest. Nestled on the coveted sixth-floor Beachfront corner of Beachplace building 8, this beautiful penthouse offers an unparalleled living experience with breathtaking...

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Featured review

"Peace at last"

Dream island rd -great name ,great place Walk in the door and be greeted by an uninterrupted view of the ocean with cormorants ,pelicans and occasional dolphins playing , resting and feeding . The apartment...

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$362
avg per night
Sarasota Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 0.5 miles to Siesta Key Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Recently Remodeled Luxury Waterfront Condo – Perfect Couples’ GetawayEnjoy the ultimate Siesta Key escape in this beautifully remodeled waterfront condo, complete with a private boat dock and slip for boats or jet skis. Ideally located, you can walk to the beach, village shops, top-rated...

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Featured review

"Incredible stay!! 10 stars out of 5."

Beautifully decorated condo in prime location. Extra clean and upscale. Best location on the harbor with water views and walking distance across the bridge onto Siesta Key's Tiki Bar. Owner is a pleasure...

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$238
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

BOOK DIRECTLY BELOW BY CLICKING VISIT PROPERTY WEBSITE.STAYCATION 20% from now to September 30, 2026 - use code STAYCA when booking.Enjoy, enjoy, enjoy this perfectly situated 2 bedroom on the Quiet Pool, with a new surprise coming soon! Included is a host of Bonita Village amenities! The Resort...

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$287
avg per night
Santa Rosa Beach House
Sleeps 14, 5 bedrooms, 3 bathrooms
22 reviews

Key Amenities

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

About this property

Largest private pool on 30A - 14,000 gallons of saltwater bliss! Nivel Del Mar - Spanish for 'Sea Level' - invites you to experience a vacation in paradise; 2 minutes from the Emerald Gulf Coast and soft sands of Santa Rosa Beach, this 5-bed, 3-bath vacation rental welcomes pets. Popular restaurants...

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Featured review

"Wow! Loved this place!!"

Wow! Loved this place! This home came complete with everything you would need! The home was incredibly clean and well-maintained. The kitchen is well-stocked for cooking, baking and grilling. We certainly...

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$424
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Come spend some time in our dream home. The Villa Papaya is a waterfront home, located on canal Papaya which is gulf accessible and surrounded by palm trees. It is perfect for a family vacation in the the “ Venice of America” to make memories that will last for a life time. Our home has...

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Featured review

"Highly Recommend"

Villa Papaya has everything you need for an enjoyable and relaxing stay! Beautiful home and property....quiet neighborhood and near parks, beach, restaurants and essentials. Jessica was very responsive...

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$312
avg per night
Big Coppitt Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Smathers Beach

Key Amenities

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

About this property

3 bedroom 2 bath home, heated / chilled pool, plenty of parking for trailers / boats / on a deep water canal with a view to die for. Our home is fully fenced with a large gate opening to enter with your boat trailers etc. (Two king size beds and a full size bunk on the bottom and a twin on top. We...

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$283
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

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

About this property

Beautiful Ocean front condo on the beach in Daytona. Two bedroom, two bath, full kitchen, dining area and Den as well as a laundry room in the unit. Den has a Queen sized sofa bed. Large balcony overlooking the beach. We are one mile North of the Dunlawton Bridge. Easy walking distance to the Pier...

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Featured review

"Time at the Sanddollar condo"

I have been there 2 years in a row, both times in july. Have really enjoyed the place. Some of my family is with me part of the time. Really looking forward to this year as the balcony was not able to...

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$152
avg per night
Treasure Island Condo
Sleeps 6, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 0.4 miles to Treasure Island

Key Amenities

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

About this property

Completely renovated 2 bedroom condo overlooking Boca Ciega Bay in the heart of Treasure Island. Views of the bay from the 2 oversized picture windows. Master Bedroom with King Size Bed Guest Bedroom with Queen Size Bed Full Bathroom Central Air Fully Equipped Kitchen All New Stainless Steel Appliances HD...

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Featured review

"Wonderful Stay"

The location was perfect - right on the intercoastal where we were able to enjoy coffee and cocktails while fishing or watching the dolphins. Only a short walk to the beach was so easy with the wagon, chairs...

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$187
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 306 SE 5TH ST Cape Coral, FL, 33990, US LICENCE NO: RR-001824-2026 BUILT IN: 2005 LAST RENOVATED: 2025 (renewal of all bedrooms & baths - fresh wallpaint throughout whole house) MAIN FEATURES: Pet friendly Pool...

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$144
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious condo is the perfect home base for your trip to Naples. Enjoy all the amenities of the Cypress Woods Country Club and a short drive to gorgeous, warm beaches. Naples boasts a lively downtown with lots of shopping, restaurants and beautifully maintained streets for strolls in the evening....

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Featured review

"Comfortable large codo."

This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when...

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$110
avg per night
Panama City Beach House
Sleeps 8, 3 bedrooms, 2.5 bathrooms
22 reviews

Distance to beach: 100 feet to Gulf of Mexco

Key Amenities

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

About this property

Welcome to "Lotts of Sun" - Your Beachfront Paradise!Escape to the serene shores of Sunnyside/Laguna Beach, where the sugar-white sand and emerald green waters of the Gulf of Mexico beckon you to relax and unwind in this classic beach bungalow. Built in 1960, our home is not fancy. No...

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Featured review

"I Found Old Florida!!"

My husband and I have been to many Florida beach towns looking for "Old Florida." Unfortunately when we get there we find that what was once a quaint beach town is now busy and crowded. Although Panama...

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$308
avg per night
Special Offer
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 0.1 miles to Crescent Beach on Siesta Key

Key Amenities

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

About this property

This 2nd floor, completely renovated 2 bedroom, 2 full bath condo in Siesta Harbor with private beach access and overlooking its own private harbor is the perfect getaway to the #1 beach on Siesta Key in Sarasota, Florida. This unit is located near the community pool and hot tub along with guest grilling...

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Featured review

"Easy and FUN Vacation"

The booking and check in process was easy. In addition , we appreciated how fully stocked and clean the condo was. Getting around the island was simple (walking and riding the tram). Best of all, the beach...

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$162
avg per night
Fort Lauderdale Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Key Amenities

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

About this property

Perfectly Located on the intracoastal water way with water views annd only 3 blocks from the beach a quick 8min walk as well as many restaurants and bars . A resort style property with all of the resort amenities including a pool and jacuzzi with a pool bar. A gym, restaurant with a delicious menu, indoor...

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Featured review

"Fabulous"

Fantastic location condo was clean exactly as it was presented in the pictures. Everything was in good working order. The condo was easy to get in and out of the building and the door. Everything was perfect...

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$203
avg per night
Kissimmee Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our lakeside condo is on the ground floor and has a screened lanai seating area for your enjoyment. The living room is quite spacious and has a flat screen television, a DVD player, a queen sleeper sofa bed, and has seating for up to six guests. The dining area also has seating for six. Save money by...

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Featured review

"Very Comfortable and Quiet Long Term Stay"

We spent 6 weeks in Mary's Ground Floor 4 Bedroom Condo at Legacy Dunes. The condo is spacious and tastefully decorated, it is very clean and well equipped with all we needed for a comfortable long term...

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$106
avg per night
Special Offer
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 30 yards to Leeward Key Private Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

"Villa Vanilla - Unit 206"2 King Bedrooms, 1 Queen Sofa Bed / 2 Bath / Gulf Views / Sleeps 6 Villa Vanilla is a 2nd-floor Gulf-view corner condo unit in the highly sought-after Leeward Key condominium. You can literally be at the beach in 20 seconds! This corner unit has been updated...

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$162
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 4 bathrooms LOCATION: 2700 SW 20TH AVE Cape Coral, FL, 33914, US LICENCE NO: RR-001805-2026 BUILT IN: 2018 LAST RENOVATED: 2023 (painting) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access + boat &...

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$236
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 5 miles to Fort Myers Beach

Key Amenities

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

About this property

This recently renovated single family canal home is located just minutes from Fort Myers Beach and Sanibel Island. Located on a deep water canal just off the Caloosahatchee River in Iona, this open floor plan home has a custom heated pool and a large boat dock, Bring your boat and tie up at the pier!...

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Featured review

"Excellent"

Ideal for a small family, couples. Renovated, clean, would stay again for sure. Had all we needed. Chris was a great host. Not 1 complaint.

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$219
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

CAPACITY: Up to 8 guests | 4 bedrooms | 2 bathrooms LOCATION: 2014 SE 6th Ln Cape Coral, FL, 33990, US LICENCE NO: RR-001818-2026 BUILT IN: 2023 LAST RENOVATED: 2025 (lanai upgrades: spa, tv, sonos) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) ...

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Featured review

"Beautiful home"

We rented this home in April and found it to be one of the cleanest, nicest homes we've ever rented in Florida. It had all the modern conveniences and the pool was great. The only thing we would suggest...

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$152
avg per night
Englewood Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 1 miles to Englewood Public Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy having breakfast along with serenity & beauty of Gulf, viewed from Alcove downstairs else the den upstairs. Great comfort and luxury of home at beach side condo at Tamarind Gulf & Bay condominiums. Very quiet & relaxed area of the Manasota Key , about walking distance for plenty of restaurants...

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Featured review

"Thank you Julie!"

Great location, layout, and furnishings. We felt most welcome by Julie's very generous communications. We would recommend this great unit to anyone who likes a quiet & serene beach vacation!We hope...

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$229
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

The unit is on the top floor of a four story building.  It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit building.  This unit is unique in that it has vaulted ceilings and is centrally located over the pool / waterfall area and the protected...

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Featured review

"Wonderful Naples condo"

We have stayed in this condo for at least 1 month for the past 2 years. The condo is equipped with everything you could possibly need. The lanai overlooks the pool area and is quite peaceful looking out...

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$134
avg per night
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
25 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this large, newly updated beach condo with private waterfront balcony off living room, deck overlooking pool, and covered parking. This unit has all the amenities of home including spacious rooms. Spend your beach vacation at "The Narrows" with easy access to the beach on one side and...

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Featured review

"Great vacation rental"

My family stayed at this unit in June and had a wonderful time. The pictures are completely accurate and Larry is wonderful to work with. The location is top tier and look forward to staying here again.

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$170
avg per night
Hollywood Condo
Sleeps 2, 1 bedroom, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Oceanfront building in Hollywood, Florida, 3rd floor, lovely new impact glass sliding doors to balcony, balcony has glass railings, impact windows in bedroom. Direct Ocean views from living area to bedroom. Beautiful fully furnished condo. Fully furnished, full kitchen, dishwasher, coffeemaker, microwave,...

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Featured review

"Nice place"

I’m interested in renting this unit for next year 2 or 3 months February, March thank you Sammy

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$122
avg per night
Naples Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Situated 15 minutes from downtown and Naples Beach, 15 minutes from Marco Island and 5 minutes from numerous golf courses. This 1 year old decorator furnished 2BD/2BR with den villa is available from November through April. This Villa sleeps 6 with a king pullout in den. Expansive kitchen with breakfast...

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$159
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Barefoot Beach a Place Where Beauty Abounds and Nature Thrives. From the Condo you can enjoy a day sunbathing, picnicking, or swimming in the warm waters of the Gulf of Mexico. At the end of the community is the preserve offering 342 acres of natural land, one of the last undeveloped barrier islands...

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$400
avg per night
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Anna Maria Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

A recent review (December 2025 stay):"Rented this sight unseen and were very happy with the condo. Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December."Fully renovated, fully furnished 2BR/2BA...

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Featured review

"Rented this sight unseen and were very happy with the condo"

Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December.

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$74
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

first floor classic coach home with secluded garden viewThis brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior...

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$123
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

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

About this property

SUMMER DISCOUNT!! Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired...

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Featured review

"Amazing Rental"

Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was...

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$396
avg per night
Key Colony Beach Condo
Sleeps 5, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beautiful Ocean Beach and Pool view from the deck. Relax in paradise where everything is steps away! Suntan on the white sand beach complete with chairs, tiki and palm trees! Spectacular sun sets!Condo is townhouse style with stairs to bedrooms. Master bedroom has king bed with full private...

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$290
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...

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Featured review

"Fantastic Experience"

We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...

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$182
avg per night
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 606 SW 22nd Street Cape Coral, FL, 33991, US LICENCE NO: tba BUILT IN: 2024 MAIN FEATURES: Pet friendly Pool (electronically heated) Seperate Office Own little dock (good for fishing) ESPECIALLY SUITED...

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$177
avg per night
Pompano Beach Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 1 miles to Lighthouse Cove

Key Amenities

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

About this property

This upcoming winter season come to Florida and celebrate the Holidays, in your own private "timeshare”, that includes wifi, utilities, and community amenities, for one low price of $89 per night for a six month stay between November to May. (Minimum is a three month stay for $99 per night...

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$89
avg per night
The Villages House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 63 miles to Walt Disney World Resort

Key Amenities

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

About this property

Guests welcome and typically come back more than once! Feels like a home and less like a rental. You'll feel this throughout. For example, Dyson vacuum, chef's kitchen knives, kitchen well stocked beyond the basics. Freshly painted with new furniture and artwork. This fully equipped home...

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Featured review

"Melrose Court Review"

Our stay was very delightful. The house was very tidy, clean and welcoming. The pantry and freezer was well stocked! We appreciated the two carts although we used only one sporadically. I loved sitting...

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$143
avg per night
New
Venice Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

The experience begins before you even enter. Masterfully landscaped entry grounds feature majestic palm trees, lush gardens, brick and travertine walkways, and a magnificent tiered Italian fountain that creates an unforgettable welcome.Beyond the double entry doors lies the home’s private courtyard—an...

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$233
avg per night
New
Long Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your slice of paradise in the heart of the Florida Keys! Located in the highly desirable Outdoor Resorts on Long Key, this brand new construction home has 3 bedroom, 3 bath. It is very spacious and offers the perfect blend of comfort, convenience, and resort-style living.The space Welcome...

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$245
avg per night
Deerfield Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

1-week minimum. Fabulous views and relaxing ocean breezes, you can't get any closer to the beach and the tropical blue sea than this!Your private balcony patio is the perfect place to start your day with the amazing sunrise over the tropical waters of the Atlantic Ocean on Deerfield Beach....

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Featured review

"Beautiful condo with gorgeous views"

We loved our stay in Ocean Club Unit 302, the perfect place for our beach vacation. The unit was immaculately clean, beautifully updated, and thoughtfully supplied with everything you need for an incredible...

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$352
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...

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Featured review

"The place is very quiet and clean"

I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...

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$140
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.