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Florida Snowbird Vacation Rentals

(3407 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 Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 3 miles to Fort Meyers Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful/professionally decorated two story townhome with 3 bedrooms , (all beds are queen size) 2 and a half bathrooms. Washer and dryer in unit. Screened in lanai and fenced in outside area. Great location three miles from Fort Myers Beach. Also close to Sanibel and Captiva Islands. This is in the...

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Featured review

"A wonderful vacation spot"

A clean, well-decorated and furnished place to unwind after spending time on the beach. Great location close to shops and great beaches, set back from the main road with covered parking and heated pool....

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$166
avg per night
Englewood Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two bedroom, two bathroom is in a beautiful location and minutes from 4 beaches, water sports and golf courses, restaurants, hiking and shopping. Enjoy two pools on the premises, one is directly across this unit. Shuffle board, pickleball and tennis courts are also available. The unit backs...

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Featured review

"Fiddlers Green"

We stayed in December of last year, and the place was immaculate. It is a great location to get to other areas in this area of Florida. And the pool and vicinity was well maintained. We would definitely...

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$171
avg per night
Sarasota Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Siesta Keys

Key Amenities

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

About this property

Welcome to your stylish Sarasota retreat! This beautifully renovated 2-bedroom, 2-bathroom condo offers modern comfort and unbeatable convenience just minutes from the world-famous Siesta Key beaches. The primary bedroom has a king-size bed with an attached bath. The second bedroom has two queen-sized...

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Featured review

"This condo was a fantastic place to stay—comfortable, clean, and perfectly located for everything we needed."

We had a wonderful stay at this condo in Sarasota! It was exceptionally clean, comfortable, and perfectly located just across the north bridge to Siesta Key—making beach trips quick and easy. The condo...

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$166
avg per night
Englewood Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
5 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

“COTTAGE ON COCOANUT" Classic Beach Cottage in Downtown "Old Englewood Village."WATER VIEW OF LEMON BAY1/2 block to downtown shops, restaurants,events,and all Old Englewood has to offer!! 5 Minutes to the Beach or 1 mile to boat launch. 1/4 mile to launch your Paddle Board...

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Featured review

"Cocoanut Cottage"

Excellent location to enjoy the local attractions on Dearborn Street. Walking distance to Farmers Market, restaurants, shops and parks. Landlord quick to respond to any concern. Screen lanai a bonus to...

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$98
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Just minutes from the bridge to Fort Myers Beach in one direction and the Sanibel Causeway in the other, you'll find the active gated community of Cinnamon Cove - a delightful enclave of condos, villas and terraced homes in the heart of South Fort Myers. Within easy distance of restaurants, retail...

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$147
avg per night

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Panama City Beach House
Sleeps 6, 2 bedrooms, 1 bathroom

Distance to beach: 1200 feet to Panama City Beach

Key Amenities

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

About this property

BYOB - Bring Your Own Boat! Our darling High Tide beach cottage was recently rebuilt from the ground up, no detail was spared. This sweet home is a short walk to dedicated beach access #12 and nestled smack in the heart of every attraction a visitor seeks on on the infamous Thomas Drive, like the SeaScreamer,...

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$182
avg per night
Indian Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Vacational furnished condo located at the BEAUTIFUL GULF VIEW!! One bedroom 1 Bathroom with a Murphy bed queen sleeps( 4 )will be perfect for your beach stay. Kitchen includes all appliances and eating nook for Lunches or dinner with Friends, Living Room is a good size for a small movie night with friends...

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Fort Myers Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

.no balcony 2 bed/2 bath Condo Between downtown Fort Myers and Fort Myers beach Pool area, hot tub, work out room Party roomOn 2nd floor/ no elevator Washer/ Dryer in unit 6 miles from beach off of San Carlos Target, Publix , liquor store and restaurants within walking distance5 min...

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Featured review

"DEFINITELY COMING BACK!"

I wish I would of found this rental earlier! The pool, people, amenities and LOCATION are exactly what my wife and I have been looking for. We will be returning here every time we visit Florida. The host...

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

Distance to beach: 4 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover relaxed resort living in this beautifully designed 2-bedroom, 2-bath coastal villa, ideally located near Naples’ world-famous beaches, shopping, and dining. Enjoy the best of comfort and convenience in this thoughtfully appointed home-away-from-home. Step inside to a bright, open layout...

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$131
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Fort Myers Beach

Key Amenities

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

About this property

Your vacation home has two bedrooms, each with a king sized bed, as well as a den, and 2 baths. It also has vaulted ceilings and a lanai overlooking a lake--a nice way to complement your morning cup of coffee. It's a second floor unit so it's up safe and high.All utilities are included...

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$131
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

An Ideal Vacation Starts Here!This beautifully renovated cottage retreat is just off palm tree lined McGregor, just minutes to the Edison Ford Estate and historic downtown. Enjoy cruising on our bikes as you explore the River District. River sunsets are just a 5-minute walk to the end of the street....

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$148
avg per night
Siesta Key House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to paradise! Your tropical oasis awaits you in this spacious two-story home. This stunning 4 bedroom, 4.5 bath luxury home with a private heated pool is just blocks from Siesta key beach! Five star amenities include; expansive gourmet kitchen with granite counter tops, handsome wood cabinetry,...

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$421
avg per night
The Villages Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Beautiful 2/2 with a short Cart ride to Spanish Sprimgs Town Squares. Newly Furnished & Decorated, comes with Golf Cart and everything else you need to enjoy your stay. Pet Friendly!.

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$114
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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$197
avg per night
Marco Island Apartment
Sleeps 7, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

With very little ocean front, direct beach access condo, this is the condo you’ve been waiting for. Let us be your host!Our gorgeous, recently renovated beach front, Gulf view condo at sought out Tradewinds Condominium is available for rent!We have sought to equip our home away from home...

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$333
avg per night
St. Pete Beach House
Sleeps 12, 5 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Stay in a luxury dream home this vacation. Located on the sugar white sands of St. Pete beach, this home is straight out of the rich and famous. The deck is right on the beach offering sunset views, dolphins and manatees and sand castles. If the ocean is not your thing you can enjoy the private lagoon...

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$999
avg per night
Ponce Inlet Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Fantastic Intracoastal , conservation area, and lighthouse views from this top floor 2 bedroom, 2 bathroom condominium on the 142 slip private marina at Harbour Village Golf & Yacht Club at the highly sought after "River's Edge". Har-Tru lighted tennis courts, one of the most exquisite...

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Featured review

"Great oasis by the beach"

Thoroughly enjoyed my stay at Carey n Kathie’s condo at Harbor Village. Pool n hot tub were perfect and beach club was awesome. Great Beds and fully stocked kitchen. Cable TV w/Netflix n MLB package...

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$100
avg per night
Fort Pierce Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

This two bedroom, 2 bath condo has been recently renovated. The kitchen, which is fully equipped, as well as the bathrooms have granite countertops. Beautiful ocean view from the living room with balcony looking out onto the beach and ocean as well as main bedroom. The beach is wide with white sand and...

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Featured review

"does not respond to inquiries"

does not respond to inquiries. This could be a great site but you never get a response. Property I stayed at was great but no thanks to this web site.

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$130
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

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

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

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Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

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$429
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

A Florida style charming paradise cottage featuring a tropical oasis backyard with large in-ground pool and bar area. This home is fully furnished and conveniently located. Enjoy a newly renovated home that includes an updated kitchen, living room, bathroom and bedrooms, and new central air and roof....

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Featured review

"A Perfect Beach Cottage"

We have just spent the month of January 2026 at Paradise Cottage. What a perfect little gem. The pool outside of both bedrooms was an oasis. The cottage is close to everything; Neighborhood Market, Downtown...

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$127
avg per night
Destin Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to this private, gated 2 Story Townhome in Shoreline Gardens, near the Gulf! Walk directly out of the back sliding glass door to the palm-lined path for a short walk to the beach! This beautiful townhome features 2 bedrooms, 2 and 1/2 half baths, a large cathedral ceiling living room and newly...

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$355
avg per night
Fort Myers Condo
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Updated multi-level condo with heated pool, screened porch, 2 bikesWelcome to the home away from home of your dreams! This peaceful and newly updated condo is part of the Paseo Resort, which offers a large fitness center, a heated outdoor pool, bocci ball courts, tennis courts, a restaurant, a tropical...

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$169
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 5 miles to Four Freedoms Beach

Key Amenities

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

About this property

This 3-bedroom, 2-bathroom vacation rental offers a fire pit, 3 50-inch Smart TVs, Free WiFi, a private spacious fenced in backyard with a large heated pool where you can enjoy the sunshine.Whether you're in town for a fun weekend or a snowbird flying South for the Winter, this Cape Coral 1-story...

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Featured review

"Great choice for a fun Florida family vacation!"

We ( 2 Seniors, Son, daughter, Son-in-law, 4 grandkids) had so much fun. We found everything about the house, location, places of interest, etc., as described in the very informative "Escape in the Cape...

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$232
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool

About this property

Annual option! ***$2800 fully furnished annual rental starting april 1st**Seasonal option! $4000 for January $133 daily rate$6000 for February March $199 daily rateOne of the most premier coastal locations in SW Cape Coral!Looking for a location to walk to waterfront, restaurants,...

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$99
avg per night
Miramar Beach Condo
Sleeps 10, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

•Beachfront 8th floor condo located in Sandestin Golf & Beach Resort •3 Bed – 2 Bath – Sleeps 10 •2 Kings – 2 Fulls – 1 Sleeper Sofa •There will be exterior renovations throughout the Beachside One building from October 2025 - April 2026. Guests may be...

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Featured review

"Awesome views!!"

The room was in immaculate condition! The views were awesome! The beach was beautiful and calm when we went! Highly recommend!!

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$288
avg per night
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

WELCOME TO DAYTONA BEACH! COME MAKE MEMORIES IN THIS SPACIOUS 2/2 CONDO WITH DIRECT OCEAN VIEWS FROM EVERY ROOM. FAMILY FRIENDLY BUILDING. NEWLY REMODELED CONDOPerfect coastal vacation spot for your family; direct oceanfront on the 6th floor. Your family can enjoy the beach and have all the comforts...

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Featured review

"Great condo!"

Beautiful new kitchen, flooring and furniture. Fabulous view and convenient to everything. The only negative would be the crumbling balcony floor. Hopefully it will be repaired by next year. We will...

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$218
avg per night
Delray Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Key Amenities

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

About this property

This enchanting home boasts a secluded backyard oasis complete with a private pool, all nestled on an expansive lot adorned with graceful palm trees. The backyard is fully fenced in and it includes a mesh at the bottom of the fence. Only a leisurely 15-minute drive separates you from both the beautiful...

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Featured review

"Perfect spot for a family vacation"

located in Delray Beach & close to everything! The owner is wonderful & is always available if needed. We were originally booked for one month but when my son's house needed some work done & he couldn't...

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$249
avg per night
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to Royal Palm Paradise! Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Heated Pool, Hot Tub, Tiki Hut with exterior TV Kayaks, Paddleboards, Pool Table, Bikes, Corn Hole & More! Pet Friendly, Fenced in Yard! High-speed Wi-Fi, Smart...

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$484
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Story spacious townhouse, 5 minute walk (500 steps) from the beach, yet nestled away, within Gulf Highlands Beach Resort for separation from all the excitement of Front Beach road, and the gulf. From the back deck, you and the kids may enjoy catching bluegills off the deck in the canal (catch/release),...

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Featured review

"Perfect Location!"

This condo has everything you could need! Just across from the largest pool in the complex, and an easy walk to the beach! We rode our bikes all around the complex every night, and the kitchen is stocked...

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$164
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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$129
avg per night
Hypoluxo Townhome
Sleeps 4, 2 bedrooms, 3 bathrooms

Distance to beach: 5 miles to Lake Worth/Boynton Beach

Key Amenities

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

About this property

We are looking for a retired couple, clean, non-smoker, no pets.-Located in a private community in Hypoluxo in Palm Beach County; -5 minutes from Boynton Beach, townhouse 1152 sq.ft. ; -10 minutes from the beach by car including stop and traffic light; -15 min from West Palm Beach. -5-10 minutes...

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$125
avg per night
Ave Maria House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Experience unparalleled luxury in this breathtaking Bay Creek floorplan, where stunning views of the Golf Course and Lake stretch as far as the eye can see. Boasting over 2,100 square feet of opulent living space, this rarely available 2nd-floor coach home is designed to impress. The open-concept layout...

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$210
avg per night
Naples Condo
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Remodel 2-bedroom 2 baths lake front condo. Small dogs are welcome. Golf course, restaurant and Pro shop short distance from Condo. Spacious master suite offers Walkin shower, TV, Queen bed and sliding door to Lania. Guest bedroom has a tumble bed and queen bed, Tv With the second bath right outside...

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$258
avg per night
Tampa House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 25 miles to St. Pete Beach (nearest Gulf Beach)

Key Amenities

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

About this property

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private...

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$314
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax...

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$680
avg per night
New
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your ultimate vacation retreat! This stunning two-bedroom, two-bathroom home seamlessly combines comfort, convenience, and leisure, promising an unforgettable getaway surrounded by natural beauty and endless recreational opportunities. Nestled in a picturesque community with lush landscaping...

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$167
avg per night
Cudjoe Key Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Looking for a home away from home? Via Villa is the place! This vacation home is located in Cudjoe Gardens on Cudjoe Key, only 20 miles from Key West. Situated on a corner canal, there is ample dockage for large boats, water and electric on the dock, as well as a waterside fish cleaning table. Via Villa...

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$393
avg per night
New
Fort Myers Condo
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Estero Pointe — Your Seasonal Retreat in Paradise! Available for the full season 2026, minimum 3 months. Discover the charm and ease of Southwest Florida living in this beautifully appointed home located in the exclusive gated community of Estero Pointe. This stunning seasonal rental...

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$260
avg per night
Jensen Beach House
Sleeps 6, 3 bedrooms, 1.5 bathrooms

Key Amenities

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

About this property

Welcome to Driftwood Way. This cozy cottage is located in the desirable area of Skyline heights in Jensen Beach Florida. Skyline heights portrays some of the best views of Indian river in the area. Just over a mile to Hutchison Island to relax at some of the most gorgeous beaches around. New updates to...

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$187
avg per night
Pompano Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Pompano

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy Tempurpedic mattresses! Home with a fabulous waterfront location, ocean access, minutes to the beach. This gorgeous home with nice furniture, on the water. Home has a very spacious design. Attractions and plazas with shops around. Enjoy the beautiful surroundings or take a short 20-minute drive...

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Featured review

"Truly an anglers paradise"

What a beautiful, clean home with fishing right off the personal dock. We caught sever different types of fish using only shrimp. The house is about 5 min or less drive to the beach. We also went to the...

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$174
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 5 miles to Charlotte Harbor Preserve State Park

Key Amenities

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

About this property

Let the views from this 2-bedroom, 2-bathroom second-floor Heritage Landing condo set the scene for your next Punta Gorda retreat. Offering a sleek, full kitchen, Smart TVs, and access to golf and community amenities, this vacation rental is an ideal home base. Enjoy the convenience of being close to...

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Featured review

"Condo in excellent golf community!"

This condo is in a great location - Heritage Landing, on the 11th green. Safely nestled on the second floor you can enjoy a great breeze when windows are open, comfortable furniture, golfers putting on...

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$91
avg per night
Cudjoe Key Cottage
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 miles to Bahia Honda State Park

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Minimum Rental is 28 Days to a single family or party (no subleases allowed).PLEASE DO NOT REQUEST for less than 28 night rental. A fine of $16,000.00 is imposed by Monroe county for less than 28 nights. Less than 28 nights is simply non-negotiableNO PETS ALLOWED. IF YOU WANT TO BRING PETS,...

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Featured review

"Cudjoe paradise"

A little piece of paradise. From the very moment we arrived we were pleased. Everything was exactly as described and the owners were so helpful and pleasant to deal with. The accompanying boat launch is...

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$199
avg per night
St. James City House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Your gulf access waterfront paradise is waiting in quaint Saint James City. 3 Kayaks and 2 bikes for your use to explore or fish. Most popular StJames restaurants & live music are only minutes away. Enjoy the beautiful FL day & sunsets from the dock where manatees are frequent visitors.Paradise...

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Featured review

"Enjoyable Winter Getaway"

Enjoyed kayaking, fishing, lots of sunshine, & manatee visitors. Home was clean, comfortable, like new in a quiet neighborhood. Lots of live music to enjoy and parks to visit. Several Eagle’s nests and...

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$214
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 6 miles to Naples beach (close to downtown)

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 3 BD condo is located in the Magnolia Falls area of the gated community of Falling Waters. This condo, on the 2nd floor, is great for viewing the beautiful lake from the lanai. The unit is an end unit providing additional privacy. The large 1573 sq ft. unit features a master bedroom...

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Featured review

"Great stay at Falling Waters"

We stayed here for the month of April. The condo is very comfortable, spacious, with a nice view of the pond with a fountain. The lanai was great, at the end of the day, to enjoy the view. The pool was...

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$147
avg per night
Fort Myers Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available for full 2026 season! Beautiful and spacious 3 bedroom townhome located in Sail Harbour, a beautiful community in a great location, minutes from Fort Myers Beach, Sanibel Island, shopping, restaurants and entertainment, also adjacent to the HealthPark Medical Center. Enjoy open plan, very well...

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$139
avg per night
Lauderdale-by-the-Sea Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautifully furnished 2 bedroom/2 bath condo in sought after Ocean Place Condominiums! Everything you need for a winter rental is just waiting for you to arrive. The condo offers a full kitchen, free WiFi, towels, linens and beach necessities. The building has a pool, gym, social room, media room and...

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Featured review

"Stay again"

I would like to stay January thru March 2025. Is that possible? We enjoyed it there. I don’t remember what year I was there but I was there with my sister

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$128
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

OWNERS HAVE THOUGHT OF EVERYTHING!TWO ensuites - Perfect for Couples!Short walk to community pool and sun deck!Nestled in desirable south Fort Myers you'll find Sail Harbor - a guard-gated community of town homes, just minutes from our beautiful Gulf beaches, the popular vacation islands...

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$92
avg per night
Rotonda West Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Florida vacationing at its finest! This three-bedroom, two bath home with pool has everything you’ll need for your vacation home away from home. The large living room has a triple sliding door that opens up to the lanai and pool area.There are three bedrooms, plus a fourth closed room office...

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Featured review

"Perfect location!!"

We loved our stay in Rotonda West. Quiet, close to many areas and offers many activities. Beaches just a few miles away.

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$200
avg per night
Islamorada Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful ocean front apartment with easy access to pool ,spa and beach. Dock with boat slips and tiki hut overlooking Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs...

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Featured review

"Unit 205 Beacon Reef"

Love Beacon Reef and the unit was very comfortable and well equipped. Very close to the pool and the staircase from the balcony was convenient

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$183
avg per night
New
Davenport Bungalow
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Great for SNOW BIRDS ,20%discount FOR LONG TERM STAYS 45 days just RELAX with the whole family /friends at this ONE LEVEL POOL home, sleeps 8-10,Kids and INFANT friendly, PETS ALLOWED, Self check in,10 mins to DISNEY,FULL KITCHEN with coffee station, pancake and waffle maker, Laptop friendly, FAST WI-FI,...

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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.