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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.

Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a quiet ranch-style condo with nobody above or below. The remodelled tropical oasis boasts vaulted ceilings in family room and dinette. A kitchen with new stainless appliances and granite counters. A split floor plan with two bedrooms and two baths plus an in-unit laundry. There is a covered entry...

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$214
avg per night
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Venice Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

Distance to beach: 75 yards to Our complex is directly on the beach.

Key Amenities

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

About this property

Enjoy the stunning sunsets at this beautiful beachfront community in Aldea Mar offering private beach access, largest heated pool on the island, putting green, clubhouse, shuffle board, and serenity.Fully furnished two bedroom, two bath villa. The villa has vaulted ceilings, light airy colors, and...

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Featured review

"Best destination in Venice,Florida"

We love the destination also after the 9th booking. The beach and pool are just a few steps away.The house is comfortable and we love sitting on the terrace enjoying the silence. We are looking forward...

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$197
avg per night
Sanibel Island House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning

About this property

Escape to the quiet beauty of Sanibel Island at Sunrise Serenity, a welcoming 3 bedroom island home designed for relaxing extended stays. Nestled on peaceful Sunrise Circle, this private retreat offers the perfect blend of comfort, convenience, and classic Sanibel charm.Start your mornings with coffee...

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$225
avg per night
Ponce Inlet House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Escape to this beautifully furnished 2-bedroom, 2-bathroom condo in the sought-after Harbour Village community. Located on the 4th floor, this spacious unit overlooks the tranquil marsh and Intracoastal Waterway—perfect for enjoying peaceful sunsets and nature views.The primary suite features...

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$116
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

This condo is located in a tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada in Futura Yacht Club. FYC is a private 70-unit, gated community with a 53-slip marina and accommodations available for that tranquil tropical getaway you've always imagined. This condo offers...

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Featured review

"Location"

We have been searching for a unit in this area and found this. Islamorada has many restaurants, from fast food to white tablecloths, from waterfront dining to sports bars.

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$195
avg per night

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

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 the infamous Thomas Drive, like the SeaScreamer,...

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$160
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 2 miles to Cape Coral

Key Amenities

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

About this property

Beautiful 2/2 First Floor, Waterfront, offering lots of privacy being an end unit, Located in Southeast Cape Coral, near downtown, and just 5 minutes from Yacht Club Beach. 20 minutes to the beaches of Fort Myers and Sanibel Island! Smaller, Pet friendly community. Covered Parking just steps outside...

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Featured review

"A home away from home"

Location We stay at the Condo for the Roy Hobbs World Series and it is quick and easy to get to Terry Park. the Twins Complex and Fenway South etc Cape Coral has a small beach on the river and Fort Myers...

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$129
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Delnor-Wiggins Pass Park and Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Now AVAILABLE March & April 2026! ALL INCLUSIVE monthly rate May to Dec 19th $8,200. Dec 20th to Apr $9,800 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.Located in Delasol, a resort style community, this rare 3 bedroom, 2 bath open floor plan...

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$247
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beachfront, cozy, clean, and comfortable condo located on the second floor of the Island Reef Condominium Association, situated on the coveted south end of Fort Myers Beach! Enjoy direct beach access—walk straight from the property onto the sand and out to the Gulf. Start your mornings with coffee...

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$212
avg per night
Longboat Key Villa
Sleeps 4, 2 bedrooms, 1 bathroom
6 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Located in a QUIET and relaxing AREA of the ISLAND, our guests love the location, where you can WALK TO the BEACH entrance, some of the island’s best RESTAURANTS, COCKTAIL SPOTS, a MINI MARKET, and even a nearby BIKE SHOP. Our condo has been recently REMODELDED and features BRAND-NEW APPLIANCES,...

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Featured review

"Post Hurricane Milton review"

This is not so much a review as it is an update for people concerned about the aftermath of Hurricane Milton. The city of Longboat Key has done an impressive job at cleaning up the hurricane’s mess....

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$187
avg per night
Key West Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Just a few houses off Duval, this wonderful retreat occupies the ground level of an almost 100-year-old home in one of the most desired locations in Old Town Key West. A large covered front porch welcomes you to sit and watch the Key West world go by, imagining what life was like in the early days of...

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$321
avg per night
Ponce Inlet House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

**Sandcastle in Ponce Inlet, Florida - Oceanfront Vacation Rental**Escape to paradise with this beautiful oceanfront vacation rental at Sandcastle in Ponce Inlet, Florida. This stunning 2-bedroom, 2-bathroom unit on the third floor offers everything you need for an unforgettable beachside getaway,...

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$143
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful waterfront pool home. Located right on the water in a wonderfully quiet area of Marco Island, this beautiful home has it all. It is a short walk to restaurants, bars, super market, shops, marina, and yacht club. Also a quick drive to the fantastic Marco Beaches, golf, tennis, the everglades,...

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Featured review

"Great stay"

Great stay. Close to everything. Plenty of room and we'll stocked kitchen with everything you need.

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$234
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
30 reviews

Key Amenities

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

About this property

Welcome to Octopus Garden, your new home away from home! Our first-floor, oceanfront condo at Azure is the ideal vacation spot. Walk right out your door to the gorgeous views of the emerald Gulf coast waters!Our beautiful 3-bedroom, 3-bath condo is ideal for families and includes TWO sets of Beach...

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Featured review

"Just book it!!"

We just got home from the Octopus Garden, and I am so sad to be home because we had such an incredible time! We scheduled very last minute (it was a mom/teenager-daughter trip), and Virginia spent so much...

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$437
avg per night
Miami House
Sleeps 6, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

IS A DUPLEX WITH LOTS OF SPACE,WITH A LAKE YOU CAN SIT AND WATCH NATURE AT IS BEST AND RELAX. NEXT TO GRAPELAND WATER PARK, 3 MINUTES WALK ,5 MINUTE WALK TO THE NEW SOCCER STADIUM MIAMI FREEDOM PARK.5 MINUTES FROM AIRPORT, AND MANY STORES NEAR BY AND SUPERMARKETS ON 37 AVE AND 7 STREET. YOU CAN HAVE...

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$179
avg per night
Cape San Blas House
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.1 miles to Cape San Blas Beach

Key Amenities

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

About this property

Trudy May’s Bayhouse is a bayfront 4BR/3BA home on Cape San Blas, offering the best of both worlds—peaceful bay living with easy Gulf beach access just across the street. The home sleeps up to 10 and features a 500' dock on St. Joseph Bay, ideal for boating, fishing, kayaking, and paddleboarding...

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$336
avg per night
New
Naples Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Enjoy this 3-bedroom, 2-bath condo in The Reserve. This third-floor unit offers a quiet and welcoming atmosphere with access to a resort-style pool, workout facilities, and clubhouse. Just minutes from Naples’ beautiful beaches, Fifth Avenue, and local dining, you’ll find the perfect balance...

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$100
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 5 miles to Ft. Myers Beach or Sanibel Island

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

*The unit is located on a private golf course (first floor) in a waterfront community. *Central Air Conditioning & Heat. *Two bedrooms (Queen & Twin beds). Pull-out couch in Den. All linens and towels are provided. *Two full baths with showers and jetted tub in Master Bath. Hair dryer provided. *Fully...

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Featured review

"This beautiful condo exceeded our expections!"

First of all, the condo owner was very easy to deal with on this booking. Super communicator. As for the property, the pictures don't do the condo justice. It is tastfully and comfortably furnished with...

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$105
avg per night
St. Augustine House
Sleeps 10, 3 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

THE HISTORIC LADY - DOWNTOWN (4 Bedroom 4 Bath - SLEEPS 10) with OPTIONAL ROMANTIC GUESTHOUSE (1 Bedroom 1 Bath - SLEEPS 4) Renovated in 2016 with 3 Bedrooms + Sleeping Porch & 4 Baths (Sleeps 6 - 10) with optional ROMANTIC GUESTHOUSE - 1 Bedroom 1 Bath (Sleeps 2 - 4) rented separately. Easy half...

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Featured review

"Great location and beautiful historic home"

We visited Saint Augustine, along with some friends, to attend baseball games at the local college. The house was well appointed and sufficiently met our needs. It was a perfect location to walk to the...

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$393
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

Welcome to La Perle, your luxurious oceanfront retreat at the prestigious Grand Coquina in beautiful Daytona Beach Shores.Thoughtfully designed with a blend of refined French country charm and relaxed coastal elegance, this beautifully renovated three-bedroom, three-bath (all ensuite) residence offers...

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Featured review

"Beautiful, weekend get away"

We had the pleasure of staying at this beautiful condo. We needed to get away for a short time away from work away from the move and decided on this unit. It’s gorgeous the Decor is amazing. The view...

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$282
avg per night
New
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Brand-New Coastal Villa - Seven Shores Luxury Community - Near Naples and Marco IslandPerfect luxury extended stay, snowbird rental, or executive seasonal rental Naples FL. 90-day minimum for refined Seasonal Continuity.Experience ultra-luxury seasonal living in this brand-new 2025 never-lived-in...

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$158
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax & Unwind in Our Modern Golf & Sunset View CondoWelcome to your getaway at Heritage Landing! This stylish 4th-floor condo (with elevator access) blends comfort, convenience, and stunning views—perfect for relaxation, golfing, or simply soaking in Florida sunsets.Sleep in ComfortMaster...

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$123
avg per night
New
Marco Island Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 2 miles to South Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to this cozy 2-story condo in the heart of Marco Island! This unit features two well-appointed bedrooms, each furnished with a queen-size bed and its own private bathroom. Additionally, there is an air mattress available in the downstairs living area and a powder room for visitors.The kitchen...

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$154
avg per night
Pensacola Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Enjoy the emerald coast white sand beaches while staying in this luxury condo. The condo offers breath taking views with floor to ceiling windows and doors. Each bedroom offers its own full bath. Relax on the wrap-around balcony taking in the panoramic beach and island views in all directions. Wake up...

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Featured review

"Best place ever"

Can’t recommend this place enough in every single way! From the communication, the cleanliness, the flexibility, the price. You won’t find something that meets so many criteria for being an excellent...

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$313
avg per night
Panama City Beach House
Sleeps 10, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

Perfect for families, Blue Pearl is a beautiful little gem in a quiet neighborhood on the west end of PCB and an easy walk to Public beach accesses 89, 90, 91 & 92. It's a great location, equally close to all of the shopping, dining and fun of PCB, PierPark & Rosemary Beach/30A!A craftsman-style...

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Featured review

"Another great stay"

This was our 3rd year vacationing at this home and we just love it! Clean, heated pool, close to the beach and no long list of things to do before checking out. Will be back next year.

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$263
avg per night
New
Sebring Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Relax in this newly renovated, modernly furnished main-floor condo in the beautiful Sun ’n Lake community of Sebring, Florida. This fully equipped two-bedroom, two-bathroom unit overlooks the pool and the lush greens of the Sun ’n Lake golf course.The spacious primary bedroom includes...

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$74
avg per night
Sarasota House
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach

Key Amenities

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

About this property

Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees, ever.Be...

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Featured review

"Awesome location, close to everything a vacation needs"

Amazing home, awesome location just outside of Siesta Keys yet in a quiet and quaint subdivision in Gulf Gate.We stayed all of Feb 2026 and enjoyed every day there – wished we could’ve stayed longer. The...

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

Key Amenities

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

About this property

Beautiful 2 bedroom, 2 bath condo at Hidden Lakes with views of the lake and fountain. You can sit on the lanai and listen to the sound of water or take a short walk to the heated pool, hot tub, gym, library, or steam room. Our condo is decorated to give you the feel of staying on the beach, but you are...

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Featured review

"Peaceful & Relaxing"

A Very spacious unit with a well equipped kitchen. The condo location is close to Downtown Sarasota events and activities. A perfect laid back condo atmosphere where you can fish in the Bayou or just...

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$78
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Enjoy an exceptional Naples location in this furnished 3-bedroom, 2-bath home directly across from the USOP Pickleball facility at East Naples Community Park. Whether you’re visiting for a tournament, training, an extended stay, or simply want to enjoy everything Naples has to offer, this home provides...

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$139
avg per night
Fort Walton Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 200 feet to Fort Walton Beach

Key Amenities

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

About this property

Think about the best vacations you've taken. What made them special? Were the accommodations outstanding? Better than your own home? If you're a person that demands the best, perhaps we have what you are looking for. And now more than ever, The Azure just makes sense. The building occupies a...

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Featured review

"Great Condo"

We just spent a week in 312 and it was perfect! The condo was very clean and ready by 4. We think it actually looks better than what the pictures show. The location was great....short walk from the elevator,...

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$281
avg per night
Big Pine Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover your own private escape with this beautiful canal-front home, perfectly positioned for those who love nature, boating, and peaceful coastal living. Backcountry & Ocean Access Enjoy direct canal access leading to incredible backcountry waters ideal for kayaking, paddleboarding, and world-class...

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$316
avg per night
Last Minute Deal
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This beautiful 3 bedroom/2 bath waterfront home in Cape Coral , is the sister to "Coquina Cove", a gorgeous beach house on Manasota Key..LISTING #580 . COQUINA IN THE CAPE features a heated pool and beautiful lanai overlooking a canal with a private dock from which you can fish or simply relax...

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Featured review

"A lovely and relaxing place to vacation"

The home is large with a great layout. We found the property to be clean and welcoming. We would love to stay here again.

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$177
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Calypso EAST Tower ONE Beach Front 1-1107w/Beach Chair.25% less than you from our VRBO#114529 if you direct with owner Tony,It’s a beach front condo with one bedroom two full bathrooms.**Our cleaning crews do extra CDC approved material sanitation, sanitize all doors & drawers...

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Featured review

"Cleanig"

Vacuum would not pickup off rugs, sofa an love seat need cleaned, baseboards dusty other than that, I will rent again, thank you for a great vacation.

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$126
avg per night
Cape San Blas House
Sleeps 18, 5 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

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

About this property

Make It Sweet is a new construction custom home steps from the private community boardwalk to the beach. Our home was built for large groups or extended families to enjoy. The house sleeps 18, featuring 3 King Suites, a handicap accessible Queen Suite and a bunk room for 10. There are two living spaces,...

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Featured review

"Best Stay in Cape San Blas!"

We just returned from our Make It Sweet stay and I can’t say enough about this luxurious house. Jennifer and her husband (sorry, forgot your name) have thought of everything! The modern amenities like...

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$602
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Modern 3-Bedroom Home with Private Pool in Naples, FLThis private single-level home in a quiet Naples neighborhood was completely remodeled in 2024 with modern design and luxury Arhaus furnishings. Featuring a private heated pool, hot tub, and lush landscaped yard, it’s perfect for guests seeking...

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$443
avg per night
Marathon House
Sleeps 12, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

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

About this property

Gulf-Front Modern Luxury | 5BR w/ Rooftop Deck, Infinity Pool, Dock & More! Indulge in an unparalleled luxury experience in this breathtaking 5-bedroom, 5.5-bathroom estate in Marathon, Florida. With direct Gulf views, high-end amenities, and a sleek modern design, this home is a dream getaway for...

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Featured review

"AWESOME BAYSIDE OCEAN LOCATION, PROPERTY AND STUNNING HOME - MARCH/APRIL 2026"

The ocean view from the roof and 5 bedroom modern style home is 2nd to none in the keys! Each bedroom has it's own bathroom and the home is very modern and in excellent condition. The infinity pool is...

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$1,400
avg per night
Hallandale Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This newly built luxurious and fully furnished five acre vacation property situated directly on the beach has magnificent ocean and intracoastal views from its balcony. Its location combines all of the amenities of downtown living with beautiful beachfront sights and sounds.At your benefit this mediterranean...

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Featured review

"Winter break"

Was absolutely amazing! Will definitely go back! The staff was great and it was very clean! Can’t wait for next year!

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$187
avg per night
New
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

The Condo in Harborside Terrace - Parkshore Neighborhood Welcome to your Old Naples retreat, a hidden gem amongst new homes. This 3-bedroom, 2-bath first-floor condo offers the perfect balance of comfort, convenience, and charm. Near the community pool and located just blocks from the ocean (including...

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$140
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

1st Floor THE closest Condo to the Beach, Pool & Lobby. Meticulously maintainedYou may only get one chance to visit the beach this year. So ask yourself: Why settle for cheap accommodations? Do you want to stay in a place that might just be more upscale than your own home? Do you enjoy a good...

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$256
avg per night
Cape San Blas House
Sleeps 13, 5 bedrooms, 5 bathrooms

Distance to beach: 0.3 miles to Cape Palms Park

Key Amenities

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

About this property

Welcome to Amelia By The Bay—a spacious, private retreat at the coveted north end of Cape San Blas. This expansive property features a 500-foot dock (shared with two neighboring homes), a screened bayfront pavilion, and a luxurious 5-bedroom, 4-bathroom home designed for relaxation and adventure.Exceptional...

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$350
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Escape to Sandy Bottoms, a bright 3-bed, 2-bath waterfront home in a gated Cape Coral community. Perfect for 6 guests, this professionally managed getaway features a coastal theme, a fully equipped kitchen, and a screened-in lanai with water views. Enjoy community amenities like a pool, gym, and pickleball...

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Featured review

"All the comforts of home!"

I stayed at Sandy Bottoms in April and it was such a lovely visit. They have thought of all the big things and even some small details that really made our visit top notch. Everything you could want from...

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$152
avg per night
Ramrod Key House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Beautiful , home on deep water canal in desirable Breezeswept Estates is your private resort for a minimum of 28 days . Heated, saltwater pool adjoins huge ground level great-room with living area, dining area, shower , gas grill, pingpong table and so much more contained in private setting ! 40 ft dock...

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Featured review

"Desiderata"

Very nice pool & dock area. Neighbors very friendly. Downstairs area very nice for socializing near pool area. House was comfy for family with adults & children. A great location for restaurants...

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$329
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...

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$91
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

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

About this property

VILLA World Tennis club Naples3 bedrooms, terrace with lake view and private pool Internet W-lan The house (fully air-conditioned) is located in the World Tennis Club in Naples, In the tennis club there are 16 tennis courts including 11 clay courts. swimming pool, whirlpool and sauna. The complex...

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Featured review

"Wonderful house in a great location"

We always love to come back to that wonderful furnished house in Naples with pool, located close to shops and beaches in Naples. As tennis players we recommend the place in World Tennis Club ( gated community),...

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$212
avg per night
Panama City Beach Townhome
Sleeps 4, 1 bedroom, 1.5 bathrooms
12 reviews

Key Amenities

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

About this property

This comfortable one bedroom, one & a half bath townhouse is located at Largo Mar on the east end of Panama City Beach, Florida. It sleeps up to 4 people. Enter the townhouse on the 2nd floor into the living room and kitchen area with balcony overlooking the beautiful courtyard with pool, hot tub...

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Featured review

"Best Place in PCB"

️️️️️ Property, communication, pool, and beach access are all 5 stars- You can not beat the location!

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$132
avg per night
Sanibel Island House
Sleeps 2, 1 bedroom, 1 bathroom

Distance to beach: 0.2 miles to Many

Key Amenities

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

About this property

Private and Peaceful Lakefront Suite for Rent – Sanibel Island (East End).About the Suite & Living Arrangement:This private suite is attached to a home occupied by two long-term Sanibel residents. One is retired and home part-time, and the other works five days a week on the island....

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$97
avg per night
Fort Walton Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
6 reviews

Key Amenities

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

About this property

Redecorated Nov 2022 and repainted APR 2024! Large 3 bdrm, 3 bath newly decorated condo with 60 inch HDTV!Unit 602 is a large 3 bdrm and 3 bath condo with all new bedding. Our penthouse views are the best in the building and our large, private patio is the ideal place to watch the country's...

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Featured review

"#602"

Really enjoyed the Condo. The view from the deck was fantastic. Front door was a problem because it wouldn’t lock. Was glad we brought our own skillets the skillets they have weren’t quite as nice.

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$358
avg per night
New
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Looking for a Naples monthly rental in a peaceful, resort-style setting? This beautifully updated 3-bedroom, 2-bath furnished home in Lely Resort is ideal for long-term stays of 30 days or more, offering comfort, privacy, and amenities perfectly suited for extended living.Located in the exclusive...

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$287
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

NEW Kitchen Appliances! New king mattress in the master! Condo comes with free beach service- 2 chairs and an umbrella set up daily (seasonal March-October) This is a beautifully decorated 2BR/2BA condo with AWESOME VIEWS!!! Emerald green waters, sugar white sand beach, dolphins romping in the surf,...

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$489
avg per night
Fort Myers Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Newly remodeled 3 bedroom in highly desired Waterside at Bay Beach.Everything new !Fully Booked Jan 1 to March 31 2027Gated Community3 bedroom, 3 bath. Beautiful Views. Walk to beach or enjoy the resort pool.

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$250
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.