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Florida Snowbird Vacation Rentals

(3330 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.

Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pet friendly
  • Pool
  • WiFi

About this property

Spacious First-Floor Veranda with Golf Course Views & Resort-Style Amenities. Welcome to this beautifully appointed first-floor veranda that offers comfort, space, and stunning views. Upon entry, the open floor plan immediately creates an airy, spacious feel. The modern kitchen features granite countertops,...

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$121
avg per night
Panama City Beach Condo
Sleeps 8, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

NEWLY REMODELED RENTAL - Beautiful D Building, 11th floor BEACHFRONT condo in Dunes of Panama on spectacular Panama City Beach. This unit was totally remodeled -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, ceiling fans, linens and kitchen items. Beautiful kitchen with Cambria...

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Featured review

"Well stocked condo for family vacation."

Perfect condo for family of five. Great view of ocean and resort grounds. This unit is so close to one of the three pools and to Stingrays bar/restaurant. The condo is very well stocked with everything...

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$285
avg per night
Siesta Key Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Indulge in a luxurious stay at this completely renovated home in the center of the island, offering a private pool and a tranquil atmosphere. , you can immerse yourself in the beauty of this home. This home is ideal for families with children and infants, providing a perfect blend of comfort and convenience....

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$358
avg per night
Tavernier House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

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

About this property

Bayfront Serenity | Seasonal Waterfront Retreat | 4 En-Suite Bedrooms | Pool, Dock & Sunsets | Tavernier, Village of Islands (Islamorada)Welcome to Bayfront Serenity, a private waterfront retreat in Tavernier’s exclusive Village of Islands in Islamorada, where sweeping bay views, breathtaking...

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$733
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 35 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy the perfect Florida winter escape in this peaceful, beautifully maintained 2-bedroom, 2-bath condo located inside the premier gated golf community of Heritage Landing Golf & Country Club in Punta Gorda. Backing onto a protected nature preserve with no rear neighbors, this home offers quiet,...

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$134
avg per night

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Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This two-bedroom, two-bathroom condo is in a secluded gated community ideally located in Southwest Cape Coral. There are several walkable restaurants, Publix grocery store and the Cape Harbour Marina offering boutique shopping with additional restaurants. The condo is a quick drive to Tarpon Point Marina,...

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$133
avg per night
Sugarloaf Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Blue Wahoo, the perfect Florida Keys Island Getaway.Check-in to this gorgeous coastal home for a wonderful vacation on what is arguably the nicest of Florida’s lower keys. This house has it all. It is beautifully furnished; from a well-equipped kitchen and updated living room to...

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$395
avg per night
Ormond Beach House
Sleeps 5, 2 bedrooms, 1 bathroom
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to Your Ormond Beach EscapeWelcome to Your Ormond Beach Escape Unwind, recharge, and soak up the coastal lifestyle in this beautifully remodeled 2‑bedroom, 1‑bath retreat—just a short stroll (less than half a mile!) from the sandy shores of the Atlantic Ocean. Nestled in a peaceful...

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Featured review

"Cute home in great location !"

The house was perfect for my husband and myself. It is walkable to beach, Dollar General, Publix as well as a good variety of places to eat, if you don't feel like cooking in the well equipped kitchen.....

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$80
avg per night
Cape Coral Villa
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

If you are looking for an amazing vacation house with good location, close to amusement parks and a lot of recreational options, Villa Hidden Pearl is for you!Affordable Luxury for your vacation in Cape Coral!You can enjoy this wonderful home in South West Florida for a great price.Don`t...

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$368
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...

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$85
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

* Please Note: The exact home location is not shown on the map. Message us for the exact address*Siesta Key Canal Oasis – Walk to Village & Beach!This private single-family home offers the perfect Siesta Key experience — located just a 1-minute walk to Siesta Key Village and a...

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$801
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy seasonal living in this brand-new, first-floor 2 bed + den / 2 bath home, located directly on the 10th tee of the Nicklaus Design course at Webb’s Reserve Golf & Country Club.Easy access with no stairs thanks to its convenient first-floor location.Outfitted with luxury home-grade...

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$157
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 1,260 sqft 2 bedroom, 2.5 bathroom townhome 8 minute walk to the beach (2 queens in guest room plus an optional twin, king bed in the main room.)Amenities galore-grill, patio furniture, tents, beach chairs, floats, bikes, card games, smart TV in all rooms, free Wi-Fi, fully stocked kitchen washer/dryer,...

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$150
avg per night
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

About this property: Duned in Again is a 2 bedroom 2 bath condo with breathtaking views of the Gulf and its fantastic sunsets. Fresh remodel including tile throughout and onto the balcony. Quartz countertops in the kitchen with oversized farm sink. New furniture throughout compliments the tasteful decor....

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$186
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to Bow Channel Manor and step back in time to Old Florida! You’ll find this plantation style home remeniscent of Florida past! Enjoy family-style vacationing on a private 4 acre parcel of land on Upper Sugarloaf Key.The grounds are like a playground. There is a full-size heated pool...

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$253
avg per night
Cudjoe Key House
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Welcome to your ideal vacation getaway in the heart of the Florida Keys! Located in the serene Cudjoe Key, this charming home offers luxurious amenities and a perfect blend of comfort and style. Imagine waking up in a cozy, beautifully decorated home and enjoying your coffee on a private deck surrounded...

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Featured review

"FABULOUS!"

This was the best vacation I have ever had in Florida. The house was beautiful and it was very peaceful sitting out on the canal. Only 20 miles to Key West makes for easy day trips. We went 5 times! The...

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$190
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Naples Beaches

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool

About this property

A centrally located property. A quick drive to beautiful Naples beaches, close to famous 5th Avenue and so many restaurants and shops. The condo has new appliances, fresh paint and newer floors, and both bathrooms are currently being renovated. The community offers a swim pool, hot tub, tennis/pickleball...

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$78
avg per night
Key West Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Hot tub
  • Pool
  • WiFi

About this property

Beautifully Renovated 2BR/2BA Condo at Exclusive 1800 AtlanticExperience comfort and elegance in this beautifully renovated 2-bedroom, 2-bath condo located in the prestigious 1800 Atlantic community. Each bedroom features a king-size bed, generous closet space, and direct access to a private balcony...

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$189
avg per night
New
Indian Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Nestled in Indian Shores, this delightful building offers a cool retreat for guests seeking comfort and style. On the 6th floor (out of 8 with the top being a penthouse suite), you will find a beautiful two bedroom condo with canal view featuring 2 queen beds and a king bed, plus a oceanfront living room...

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$245
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...

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$98
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Stunning Water views and Beautiful 2 BR, 2 BA fully equipped condo on Hickory Blvd, Bonita Springs, FL. Perfect for the Beach Lovers with only steps to the beach. Swimming Pool, Beach Equipment, Private Parking, Private Boat Dock and much more. Enjoy your morning coffee or tea and your evening cocktail...

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$333
avg per night
Ave Maria Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Live the resort lifestyle in this stunning fully furnished, turnkey 2 bedroom, 2 bathroom Birkdale condo on the 3rd floor, offering breathtaking views of the lake, lush preserve, and the 14th hole of the Gordon Lewis-designed championship golf course. With a full golf membership included, this unit is...

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$193
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

The view from this property is absolutely AMAZING! Long and tranquil lake and golf views with the soft sound of small rippling water awaits you on your vacation golf dream. This first floor DiAngelo model offers 2+ den, front and back screened lanais, expansive kitchen/Dining Room/Living Great Room area...

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$210
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

New Construction - 1st Floor luxurious Veranda Condo in a gated community at "Heritage Landing Golf Club & Country Club". It is available for rental (minimum 30 days, with a lease) for your vacation. This 1300+ sq ft condo has 2 bedrooms, 2 baths, a den, front & a back lanai with a beautiful...

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Featured review

"Great stay, great host!"

Pranav was a wonderful host who communicated well and checked in with us to be sure we were settle in. The condo is well decorated, clean and bright in a nice location in walking distance to the beautiful...

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$112
avg per night
Punta Gorda Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 30 miles to Port Charlotte Beach

Key Amenities

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

About this property

Be one of the first to stay at this new construction condo, located in the Heritage Landing Gated community and golf course of Punta Gorda, Florida. Unwind on the lanai while experiencing the property’s large nature preserve with a top floor view. This is a roomy residence with brand new appliances,...

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Featured review

"Great size and cleanliness"

This property is new and very clean, owners are very amicable and willing to make your stay comfortable! Only downside is that it was very white with not much color!

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$112
avg per night
Miramar Beach Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms
20 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

BEACHFRONTGULFRONT POOOLEND unit ,directly on the beach3 STEPS to the walkway .PRIVATE BEACHFRONT PROPRTY NO CROWDSSMALL QUAINT COMPLEXSLEEPS SIX with king, bunks in the hallway and a sleeper sofa.Dining for six..Full size kitchenAccess(dune walkway) to the beach...

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Featured review

"Relaxing stay"

We're Florida natives that regularly spend a week or so each year on a beach. Usually along Pinellas Co Indian Rocks or Belleair. This year we chose Miramar Beach because it's less crowded than other Panhandle...

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$267
avg per night
Cocoa Beach House
Sleeps 12, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 5 feet to Cocoa Beach

Key Amenities

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

About this property

This Unique multi story getaway Ocean Tower with panoramic Ocean views and unique beach house floor plan. Enjoy the Ocean breeze on the multiple balconies or while you are relaxing at the pool in the brick paved Courtyard. The Pool, Courtyard is fenced and landscaped for privacy. Enter the fully furnished...

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Featured review

"Great Getaway on The Beach!"

What an incredible vacation spot! The house is amazing- great space that fit two families easily. It is a short walk to a beautiful, non crowded beach. Pool was great after a day at the beach for us and...

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$399
avg per night
Englewood Apartment
Sleeps 2, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

IDEAL LOCATION!! Walk to Lemon Bay and Dearborn Sts. shops, restaurants, Farmer’s Market!!!!!Mermaid Cove is an oasis in the heart of Old Englewood VillageThis vintage-style 1940's renovated bungalows are just one block from the Dearborn artistic district where you will enjoy Art Festivals,...

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Featured review

"Comfy bungalow near the beach"

The bungalow was exactly what we wanted- close to beaches, restaurants, hiking, fishing and other activities! The bungalow was clean and well equipped with everything we needed to comfortably spend two...

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$105
avg per night
Big Pine Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Bahia Honda State Park

Key Amenities

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

About this property

This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State...

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$229
avg per night
Panama City Beach Apartment
Sleeps 10, 3 bedrooms, 3 bathrooms
4 reviews

Key Amenities

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

About this property

Dunes of Panama E1601 - NEW RENTAL - TOTAL REMODEL - Dunes of Panama E Building Corner Unit, Beautiful BEACHFRONT condo on spectacular Panama City Beach. This amazing condo was totally remodeled -- new flooring, trim, paint, appliances, furniture, TVs, washer/dryer, decor, ceiling fans, linens, kitchen...

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Featured review

"Great place to stay!"

This condo is absolutely gorgeous! Shirley was easy to work with and very responsive. This condo has everything you need….multiple ice makers, beach closet, a gorgeous kitchen with all the pots, pans,...

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$406
avg per night
Fort Myers Condo
Sleeps 5, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Beautiful 3 bedroom 2 bathroom with stunning views of the river. Within in a few blocks of downtown Fort Myers. Trolley stops in front of building and picks you up for FREE rides to downtown Ft. Myers (In Season). Master has King split. 2nd bedroom new queen bedroom 3rd office has queen sleeper sofa....

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Featured review

"Size"

The location, the space , the time, the scenery, things in the area was right. And its beautiful what we needed it

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$339
avg per night
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

SUPER PET FRIENDLY – DECEMBER, JANUARY & MARCH 2026 STILL AVAILABLE!! Your Perfect Family Getaway Starts Here! Welcome to your ideal vacation rental in beautiful Ave Maria – the perfect escape for families, golf lovers, or anyone seeking resort-style comfort without the resort price tag....

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$150
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Tamarindo, South Naples' newest and most exclusive gated community. This stunning rental property offers the highly sought-after Clifton floor plan, featuring 3 spacious and elegantly furnished bedrooms and 2 luxurious full bathrooms as well as your own private pool, your very own screened-in...

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$161
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 50 feet to World's Most Famous Beach - YOU ARE THERE

Key Amenities

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

About this property

WELCOME TO SANDDOLLAR right on the World's Most Famous Beach. This 2/2 oceanfront getaway is perfect for you to enjoy a stress-free stay. Spend some quiet time on your new balcony enjoying the beachscape and the ocean sounds. Equipped with a full kitchen ready for you to prepare your own meals. The...

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$206
avg per night
Ormond Beach House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.1 miles to Ormond Beach

Key Amenities

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

About this property

Nestled steps away from the beach, Ocean Breezy offers an idyllic coastal retreat that seamlessly blends modern comforts with beachside charm.Location is paramount - situated in the Ormond by the Sea community, a 2-minute walk to the beach makes daily seaside strolls, sunbathing, playing in the sand...

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Featured review

"Great location"

Rented the place for 4 1/2 months . Enjoyed the place immensely. Great location, fantastic owners to deal with. Had no issues or complications. Place was clean and well stocked. Plenty of beach chairs and...

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$107
avg per night
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

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

About this property

"This was by far the best rental we have ever had! It was so clean and comfy. The photos don't do it justice. The restaurants were close by and the beach was just a short distance across the street" - TinaD's By the Sea is the perfect location for your family's next beach...

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Featured review

"Snowbirding at D's by the Sea"

We so enjoyed staying at D's by the Sea for the winter. The location was perfect for us, as we could walk to just about anything/anywhere we wanted to or needed. It has a wonderful, heated pool and hot...

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$185
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Penthouse unit on the top floor of building 3 at Beachplace. Top floor units enjoy a double balcony with access from the living room and Master bedroom. Amazing views of Beach, Pool, Pond and downtown Sarasota.This is a very popular floorplan at Beachplace. You have spectacular views of the beach and...

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$279
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Bay and Ocean beaches

Key Amenities

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

About this property

Located in Fort Myers, this newly renovated condo offers golf, tennis, pickleball, as well as a top-notch clubhouse (restaurant, bar, gym, pool). A private retreat for guests seeking comfort and convenience in a gated community.The master bedroom features a private full bathroom, 55" smart TV...

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$126
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Manasota

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

******February March 2027 is not available*******Experience the perfect peace of comfort, and coastal life in this 2 bd/ bath Florida home. Each room opens to spacious lanai and beyond that is the screened-in pool inside a fence yard that is nestled in the Englewood Isles community. Great for small...

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$154
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

White Sands Village Condominium is the ideal place to enjoy your stay on tropical Siesta Key, Florida. Situated just a short walk from the world-renowned Siesta Key Public Beach, it’s a great place for a two-week vacation or for an extended stay.MESSAGE ME FOR LINK TO THE BOOKING WEBSITE AND...

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Featured review

"Awesome stay!"

Had a great time at White Sands #308. Close to the beach and a very nice pool with grills! Super easy to get around with the trolly and “frog hop” so you don’t have to drive. Highly recommend.

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$154
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Gorgeous House with amazing views ! Saltwater Heated Pool Tiki Hut to enjoy your coffee and sunsets. Southern facing for sun all day!Hugh kitchen for cooking and entertaining. Large 86 inch TV to enjoy all your sporting events. 2 En-Suites with King beds. Perfect for multiple family stays. New Dream...

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Featured review

"Great retreat"

The house was even better than photos. Great pool, clean and comfortable. Welcome basket was terrific! Highly recommend this property!

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$425
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Vanderbilt Beach

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 few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties! See...

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Featured review

"Great Place, Great Location"

We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The...

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$145
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Clam Pass Beach (through the mangrove forest!)

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your stunning oasis in the heart of Naples! This 1st-floor condo has been completely remodeled and features brand-new furniture, offering a fresh, modern aesthetic that is ready for you to enjoy immediately.Highlights of the Home Full Remodel: Enjoy the peace of mind that comes with a...

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$107
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
Fort Pierce Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning

About this property

Beautifully updated 2 bed, 2 bath first-floor vacation rental in Ocean Village! This bright and beachy condo features an open floor plan, coastal decor, and a fully equipped kitchen with stainless steel appliances. Enjoy the tranquil setting just steps from the pool, beach, golf course, tennis courts,...

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$160
avg per night
Daytona Beach Shores Condo
Sleeps 4, 1 bedroom, 1 bathroom

Distance to beach: 1 feet to on the beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

WOW! Come enjoy the Atlantic Ocean in this cozy updated 1 bedroom condo with delightful beach decor. Sunglow Resort is a family friendly vacation spot, located directly on the beach with a new pool, hot tub and BBQ grill area. Just steps to fishing by the Sunglow Pier or playing in the ocean. After...

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$142
avg per night
Boynton Beach Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 2 miles to Boynton Beach

Key Amenities

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

About this property

3 bedroom 3 bath home in waterside on the intra costal, internet , cable, electricity included close to pool and pool deck Fully furnished and ready to go. beautiful intra costal community renting fromApril1/26 till till November 15 2026.

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$183
avg per night
Panama City Beach Townhome
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Kick back and relax in this calm, stylish space! Newly renovated the 2 story townhome with 2 bedrooms and 2.5 bathrooms. Beautiful beach style home located 5 minutes from panama city beach. Conveniently located near park, city center, restaurants, shopping, kids activities and seafood market. Both master...

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$121
avg per night
North Port House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

This beautiful 2,100-square-foot home is located in North Port, Florida. With multiple beaches very close, including Siesta Key, Englewood, Fort Myers, and many more. Some beaches are within a 30-45 minute driveIt has an open floor plan, high ceilings, 3 bedrooms, 2.5 baths, and a great kitchen with...

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$256
avg per night
Anna Maria Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during...

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$329
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.