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Florida Snowbird Vacation Rentals

(3326 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.

Bonita Springs House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

The perfect vacation home exist, and it is less than 5 min away from the beach! This is a new construction where no expense was spared. PERFECT HOME – PERFECT LOCATIONOver 4200 sq.ft. under the roof of pure luxury, this home has it all. Mini Golf, artificial turf, very large and heated high...

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Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...

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$136
avg per night
New
Dania Beach Mobile home
Sleeps 2, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

in OCEAN WATERWAY PARK,near the airport.55 + community internet,tv in french,no animal,washer and dryer,near the pooldecember $2 700 january,february and march $7 500 april $2 300

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Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

Enjoy amazing Gulf views of the beach and sunset from this gulf-front third-floor luxury condo! Completely renovated in June 2024 with new kitchen and baths - bright white cabinets and countertops! Beachfront living room, master, and screened lanai - breathtaking views!

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Featured review

"Relaxing on the Beach and beautiful sunsets!"

Extremely relaxing days on the beach, in the pool each day. Great day riding a bike end to end to end on the Island. Awesome restaurants, stores, and people watching. Decided to extend our stay on the...

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$209
avg per night
Port Charlotte House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Anna Maria Island Beach – 10 minutes away

Key Amenities

  • Air conditioning
  • WiFi

About this property

Lakefront Retreat | Sunset Views Modern Comfort Experience the best of Southwest Florida living in this beautifully renovated 3-bedroom, 2-bathroom lakefront home — a peaceful getaway perfectly designed for comfort, relaxation, and breathtaking sunsets.Step inside to find a bright open-concept...

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$99
avg per night

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$121
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 15 feet to Bonita Beach

Key Amenities

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

About this property

Embrace the beach lifestyle to the fullest with this exceptional opportunity! Ascend to the second floor and discover this beautifully appointed 2-bedroom, 2-bathroom direct beachfront condominium. From the tiled, screened lanai, take in the views of the pool and the breathtaking Gulf, where you can enjoy...

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Featured review

"We’re Gonna Come Back️"

This years winter for us came in like a lamb but went out like a lion in February. That’s when I knew we had to get out of town and head south to Bonita Springs. We booked a condo and stayed at Casa Bonita...

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$207
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy this roomy, tastefully appointed unit, with split bedrooms, extra storage, and a one-car garage. The glassed-in lanai lets you take in the view and serenity of the unit, even on cool winter evenings, while also letting in the fresh breeze on our famously gorgeous winter days. The master suite is...

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Key West Townhome
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 528 yards to Fort Zachary Taylor Historic State Park Beach .3 M

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Casa Del Sol ℠— your luxurious and elegantly appointed 2-bedroom, 2.5-bath island townhome with private carport, nestled within the 45 lushly landscaped acres of the prestigious Truman Annex in the heart of Old Town Key West.Designed for relaxing extended stays, Casa Del Sol℠...

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$393
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 3 miles to Naples Pier, Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...

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Featured review

"Royal Arms condo"

Had a fabulous time at Shani’s condo. Lots of sun, swimming in their pool. Couple of dinner gems for great eat in or take out. Bring your bicycles too.

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$103
avg per night
Davenport Townhome
Sleeps 12, 4 bedrooms, 3 bathrooms

Distance to park: 11 miles to Walt Disney World Resort- 18 min drive

Key Amenities

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

About this property

️ Your Magical Family Getaway Starts Here! ️ Encanto-Inspired Room – colorful, magical, and full of charm ️ Under the Sea Room – splashy and ocean-themed for mermaid fans ️ Lion King Room – jungle vibes and cozy fun for your little cubs ️ Beach-Themed Room – breezy,...

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$169
avg per night
Bradenton House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Located in Beautiful Tara Golf and Country Club on lake. Our full private golf club membership can be transferred to you, allowing you to golf, and use all facilities, heated community pool with Spa, tennis courts, pickle ball, bocce, state of the art gym, and club house offering restaurant, bar and many...

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Featured review

"Lovely property."

Excellent well appointed home with great decor and lots of space.Whilst an excellent property there are several issues which mean we would not rent this property again.1) the design of the pool...

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New
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Spacious, elegant and extremely well equipped two bedroom with a den, two bath oasis set amongst manicured boulevards in a quiet enclave near excellent amenities. Each bedroom/bathroom occupy their own space for optimal privacy. Living room, dining room, den, laundry and kitchen offer every imaginable...

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$117
avg per night
Special Offer
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Siesta Key Crescent Beach Access 12

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right...

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$193
avg per night
Islamorada Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Escape to paradise in this gorgeous 3-bedroom, 3-bathroom townhome is located at Executive Bay Club in Islamorada, FL. Ideal for family getaways or group vacations, this townhome offers two luxurious king beds and a trundle bed in the loft, ensuring ample space for everyone.Enjoy breathtaking ocean...

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$230
avg per night
New Smyrna Beach House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

The perfect beach getaway is just one click away. You won’t regret booking here. This three bedroom two bath newly renovated home is the perfect place to make some amazing memories. Fully stocked kitchen. Washer and dryer Master bedroom has a king size bed. Both guest rooms have queen size bed....

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Featured review

"Very spacious and comfortable"

The property at at Ocean Walk was just as described. Very pet friendly community and very nice neighbors. The grounds were great for walking and getting a good work out. It could of however used a spot...

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$150
avg per night
New
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island Get Away! Ground floor unit in a gated community within feet of the docks, pool, grill and chichut. 2 bedroom / 2 bath condo is stocked with everything you need from cooking equipment, sporting and beach supplies! Family room has brand new furniture, pull out couch and dining table seats...

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$112
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
20 reviews

Key Amenities

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

About this property

NEWLY DECORATED OCEAN FRONT PENTHOUSE CONDO!!!We offer you this beautiful beach front property located at the Shores of Panama. This 23-story gulf front luxury resort is loaded with amenities including a 13,965 square foot gulf front pool & hot tub, heated indoor pool and hot tub, on-site covered...

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Featured review

"Vacay 2026"

The condo was very nice and roomy. The view of the ocean was beautiful. Much to do in the surrounding area.

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$187
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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$537
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your ultimate beach getaway in our brand-new, stunning beach house. Just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 3-bathroom residence is designed with an emphasis on leisure and comfort....

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Featured review

"Anniversary get away"

The house was good thank you for the rental we will return Mr&Mrs Furbay Maryland thanks again for making our 35th anniversary very special and relaxing

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$295
avg per night
Englewood Condo
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

BRAND NEW! Dream Vacation. Crystal blue waters and uncrowded beaches.Welcome to "Bayfront Retreat", your premier destination for an unforgettable waterfront vacation experience! Manasota Key is one of Florida's best kept secrets with its unspoiled beaches and clear blue waters of...

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$200
avg per night
Santa Rosa Beach House
Sleeps 12, 4 bedrooms, 5 bathrooms
9 reviews

Distance to beach: 0.1 miles to Our Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Brand NEW OWNER!!!!Brand new furnishings- Custom Bunk room- AMAZING HOUSE !!!!4BR/4.5BA home is located in a private gated community in Grayton Beach. Highlights include chef's kitchen with Thermador appliances, spacious master bath suite, a short walk via a boardwalk with no steps to...

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Featured review

"Grayton Beach Home"

This house was awesome!!! Very cold air conditioning, comfortable beds, plenty enough room for everybody, kitchen well stocked. Loved it!

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$789
avg per night
Rotonda West House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

You will instantly feel at home in this property. Sliding panel doors give a great view to the lanai and pool area as well as the Canal it sits on. Plenty of room to relax and enjoy a beverage. Home is equipped with everything you need for a relaxing get away. So close to beaches and restaurants yet...

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Featured review

"Great vacation place"

Great vacation place. Very clean. Pool was big enough for fun. Nice Lanai for sitting outside. Master bedroom and bath were very nice. We would rent this again.

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$175
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 5 miles to Cape Coral

Key Amenities

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

About this property

Unplug. Unwind. Reconnect.Winter 2027 reservations now open. Secure your private waterfront sanctuary today.Villa Fire Sky - Executive Retreat Stay ** main listing picture: Additional Pool Seating Area Enhancement (Target Completion Date: Sept 30th 2026 )**Waterfront Luxury with Soul PRIVATE....

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Featured review

"Wonderful!"

Excellent waterfront rental property, private, quiet, great area, nice services, lots of good restaurants nearby.Only disappointment was the "cold water" pool and spa for most of our stay and the several...

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$305
avg per night
Naples Estate
Sleeps 6, 3 bedrooms, 2.5 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

modern House on 3 acres tropical paradise In the centre of gulf beaches, shopping , restaurants , fishing, sailing, golf, botanical gardens !

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Featured review

"Peaceful getaway"

My family and I really enjoyed our stay at Albert’s place. The beds are comfy and the home is nicely maintained and decorated. We loved being tucked away in a quiet spot, while still being close to the...

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$199
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

If you are looking for a safe, relaxing, scenic and affordable community for your next vacation needs, close to all that beautiful Naples has to offer, the Vineyards is the place to stay. Our home-away-from-home condo is in the Tuscany community; a well established lushly landscaped garden enclave offering...

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Featured review

"Great condo"

Iola was very easy to work with, and the condo was comfortable, clean, and quiet. Very private. Iola worked with me to deal with my specific availability needs. Naples offers so much.

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$140
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 0.2 miles to Siesta Key

Key Amenities

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

About this property

NEWLY REMODELED - LUXURY WATERVIEW CONDO FOR COUPLES or Families GETAWAY - POOLS, GYM, TENNIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment.Walk out of the front door of this fantastic condo, grab your beach gear and take a short walk and you'll hit the beach...

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Featured review

"Great place!"

This was our first time back to Siesta Key in 20 years and we loved this condo! The location is right between the two villages, so super easy to grab a trolly to dine or shop. The beach is a pretty short...

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$193
avg per night
Panama City Beach House
Sleeps 6, 2 bedrooms, 1 bathroom
1 review

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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Featured review

"Vacation"

This house is wonderful! very nice vacation home for me, my family & friends! This home looks very cozy & and enjoyable for a great weekend!

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$209
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Enjoy your stay in a beautiful house with design furniture with huge pool area and contemporary but cosy oversized lanai to indulge pure luxury in the popular Pelican area in Cape Coral, Florida.The new property (finished in July 23) is located on a fresh water canal in a beautiful and very quiet...

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Featured review

"Absolutely fabulous!!"

What a fantastic home! Top notch property and wonderful communication. No complaints at all! Would definitely go back!

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$186
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

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

About this property

Excellent location in #1 rated luxury Lely Resort in beautiful Naples!Taste fully decorated furnished home with your own private pool and spa located in the gated community of Caldecott in Lely resort! Rated the #1 community in Naples where you can experience the amenities of a luxury clubhouse with...

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Featured review

"excellent home"

This is a wonderful home with a great location within Lely resort. The home is well maintained with everything you need for a winter seasonal rental. Fully stocked kitchen, and all the chairs, towels and...

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$357
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation condo rental has 2 bedrooms, 2 baths and room for 4 guests and features views of the fairway on Plantation Golf Course. It is a ground...

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Featured review

"Excellent Stay"

Had an outstanding stay. Comfortable, clean, quiet - just what I needed. Paul was a very responsive and excellent host. Would stay here again if I need to come back

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$68
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 50 feet to Daytona Beach!

Key Amenities

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

About this property

Light, airy and modern, Unit 205 is a 3BR/3BA, 2250 sf condo that offers a quiet and spacious oasis directly above beautiful Daytona Beach - one of America's finest - and close to many of the attractions of central Florida. We are a few minutes from downtown Daytona Beach and the iconic Daytona International...

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Featured review

"Fabulous Condo"

I wish there was a 10 Star rating!! Everything about this condo was fabulous! It is spacious, every room was beautiful, and it was spotless! The kitchen had the very best amenities. The complex was very...

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$250
avg per night
Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Lovely 1st floor condo at Sandpoint. Come to Daytona, relax & enjoy a memorable stay in this 2BR, all new condo on the beach. Fun nautical decor sets the mood for your family. Oceanfront pool deck w/ beach access. New open kitchen offers everything for meals or snacks. 2 bedrooms beautifully appointed...

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$223
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful relaxing , no drive beach of Daytona Beach Shores. 2 bedroom, 2 full bath Oceanfront condo with amazing sunset and sunrise views.Fully remodeled with designer decor and furniture. Roomy kitchen with extra dining area fully stocked with all. Necessities, with new 2 large ice makers in...

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$275
avg per night
Sarasota Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Apr-Dec: $990/week, $2990/month Dec-Mar: $3500/week, $12,990/monthSPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi POOL AREA with LAKE-VIEW, KING BED, WOOD/Ceramic FLOOR (no carpets!) and FREE WIRELESS HIGH-SPEED INTERNET all for the LOWEST PRICE in the area !!! -...

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$141
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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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Bunche beach

Key Amenities

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

About this property

Charming 1st fl unit with recent contemporary upgrades, boasting granite countertops, white shaker cabinets with soft close, all new SS appliances including A/C and HW too. This unit is Turnkey and completely furnished. The pics were taken prior to this. Enjoy Country Club living with newly refurbished...

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$121
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 2 bathrooms
15 reviews

Key Amenities

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

About this property

NEWLY DECORATED OCEAN FRONT PENTHOUSE CONDO!!!We offer you this beautiful beach front property located at the Shores of Panama. This 23-story gulf front luxury resort is loaded with amenities including a 13,965 square foot gulf front pool & hot tub, heated indoor pool and hot tub, on-site covered...

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Featured review

"Best place on earth"

We've been staying with this owner for 5 plus years now at Shores of panama. He's so sweet and always replies quickly.. makes sure we are completely taken care of, his condos are top notch and all of...

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$187
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Minutes to Tigertail Beach, The JW Marriott Hotel…Enjoy beautiful sunrises and sunsets in your home, mingle with family and friends. Enjoy Life!Come to Florida and stay Awhile!!!!!Falling Waters Beach Resort is located in a gated community near the intersection of U.S. 41 and Collier...

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Featured review

"Classy, meticulously clean, best location !"

Lovely condo- Very clean, stylish decor, new appliances, best location in complex near clubhouse and pool. Great location - many restaurants and shopping nearby, minutes to Marco or downtown Naples. Met...

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$177
avg per night
New Port Richey Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Over 1700 square feet of living space with ceramic flooring throughout! Large open rooms flooded with natural light, living room, formal dining room and a wonderful family room that spans 21 feet across the rear of this lovely home! There are 2 lounges in this home, both with large flat screen t.v.s...

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Featured review

"Snow Bird"

I rented this home for 3 months and it was clean and comfortable. We had an awesome time and enjoyed our stay. Looking forward to next year.

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$92
avg per night
Special Offer
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
20 reviews

Distance to beach: 30 yards to We are ON the beach

Key Amenities

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

About this property

We are now open and accepting reservations !The repairs from Hurricane Ian (Sept. 28 2022). are completed and the Club is better than ever ! It is again again a wonderful, unique, vacation spot. And the pool is open and beautiful.PLEASE NOTE: Some of the EXTERIOR pictures now showing are from...

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Featured review

"Best Condo and pool on the Beacn"

Thank you Bill for letting us enjoy are retirement at your Beautiful .. Gorgeous condo! This was Beautifully decorated and just steps away from pool and Bbq pit and ocean. What a view from the Enclosed...

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$186
avg per night
Ave Maria House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your own little paradise at The National Golf and Country Club, tucked away in the beautiful town of Ave Maria, Florida. This stunning single-family home features the popular Victoria floor plan with 2 bedrooms and a cozy den—complete with a pullout couch, so there’s space for everyone...

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Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$667
avg per night
New
Fort Pierce House
Sleeps 4, 2 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy a stylish experience at a home away from home. 18 minutes from the beach and only a short drive to downtown. Plenty of restaurants in the area. Safe and secure location.Note: NON HANDICAP ACCESSIBLE as home has stairs and bedrooms are located on 2nd floor of home.

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Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Moorings Point is situated in a key location off North Key Drive in North Fort Myers Florida adjacent to the newly planned Marriott-residence communty, Triton81.This gorgeous top-floor condo available in Moorings Point located at the end of N. Key Drive, boasts a fabulous view of the Caloosahatchee...

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$150
avg per night
North Port House
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 20 miles to Caspersen Beach (Venice)

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to your relaxing Sarasota retreat at Sterling Lane, a comfortable and spacious 3-bedroom, 2-bath home designed for relaxation, privacy, and enjoying Florida’s sunshine. With a fully fenced backyard and a private 6-person spa, this property offers the perfect combination of indoor comfort...

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$199
avg per night
Melbourne Beach House
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Distance to beach: 50 feet to Melbourne Beach

Key Amenities

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

About this property

Welcome to "Turtle Haven", a part of "The Florida Havens" collection of properties. This rare beachfront retreat is where coastal luxury meets untouched nature. Located directly on sea turtle nesting grounds and bordered by conservation land, this villa offers unmatched seclusion....

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$857
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Steps away from the beautiful pool and clubhouse, this first floor, 2 bed, 2 bath condo is fully stocked, fully furnished and well appointed. Enjoy entertaining family and friends on warm nights on the screened-in lanai under the ceiling fan or in the cool central air of the spacious living room. New...

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$105
avg per night
Special Offer
Cape Coral Villa
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 2546 SW 45th St Cape Coral, FL, 33914, US LICENCE NO: RR-001798-2026 BUILT IN: 1989 LAST RENOVATED: 2023 (outdoor area) MAIN FEATURES: Pool (electronically heated) Spa (electronically heated) Gulf access (47min)...

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Featured review

"Beautiful house on the water"

We spent two weeks with the my family in March. It is the most beautiful house that I ever stayed in. I love the view, the big pool and all the other amenities in the house. As a former lawn specialist...

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$153
avg per night
Panama City Beach Cottage
Sleeps 6, 2 bedrooms, 1 bathroom
26 reviews

Distance to beach: 70 yards to Laguna beach

Key Amenities

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

About this property

This Classic beach cottage has been completely renovated and is truly home away from home. You can sit outside and enjoy the million dollar view of the gulf. The cottage is located away from the crowds in a quiet residential neighborhood with a relaxed atmosphere. The "World's Most Beautiful...

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Featured review

"Last minute get away"

The owner Larry was great to work with on this last minute rental. The cottage was on the older side, but was exactly what we wanted. Location was excellent, just a short walk to the beach. Would highly...

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$171
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.