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Florida Snowbird Vacation Rentals

(3333 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.

Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

This home has gone through a complete remodel ready for your relaxing vacation. Located in a quiet neighborhood off the sought off Surfside neighborhood. Brand New Salt Water Pool with Solar Heated Roof Panels . Home has 3 Bedrooms Master Suite has King Bed w/Master Bath and Garden Tub w/Shower with Slider...

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Featured review

"A Gem of a home"

A beautiful home located in South West Cape Coral on a quiet street. Close to shopping, restaurants and parks. The home was totally remodeled with a brand new pool. Impeccably clean, spacious, sleeps 6...

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$157
avg per night
Islamorada Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

This Condo comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.

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$460
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
16 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

"Close and convenient to several of the best beaches in Florida."

Within 15 to 20 minutes to some of the best beaches in Florida. Ground floor condo, right on the golf course, very convenient for folks who can't climb steps very well anymore.

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$70
avg per night
Last Minute Deal
Cape Coral Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 2 bathrooms LOCATION: 1558 NW 26th Pl Cape Coral, FL, 33993, US LICENCE NO: RR-001674-2026 BUILT IN: 1966 LAST RENOVATED: 2024 (Masterbath) MAIN FEATURES: Spa (electronically heated) Golf course next to it Seperate gaming-room Budget...

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$71
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$100
avg per night

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Special Offer
Summerland Key House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

INGROUND HEATED AND CHILLED POOL TO COME IN NOVEMBER!! Daydreamin’ blue in the super-desirable Summerland Cove neighborhood! There is plenty of room for family and friends here, with four bedrooms and a huge open concept kitchen and living room, you won’t ever feel crowded. Additionally, a...

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

Key Amenities

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

About this property

Welcome to your coastal getaway at this beautifully appointed 2-bedroom, 2-bath condo in Bonita Beach, offering gorgeous water views from the living area and primary bedroom. Step out onto the private, screened lanai, the perfect spot for morning coffee, al fresco dining, or simply relaxing while watching...

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Featured review

"Bay Harbor Club"

We just spent a month in Renee & Roberts beautiful condo & loved everything about it. It was comfortable clean & fit all our needs. Short walk to Bonita Beach, beautiful pool & we loved sitting on the lanai...

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$167
avg per night
Fort Myers Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 100 feet to Ft Myers Beach

Key Amenities

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

About this property

REMODELED OVERSIZE CORNER UNIT OPENING FOR RENTALS OCTOBER 1, 2025. SPECIALS FOR 1ST COME 1ST SERVICE FOR OCTOBER, NOVEMBER 2025. Ft. Myers STR Registration Number 19-0158OPEN JANUARY 24 to FEBRUARY 14, 2026Two Bedroom Two Bath Unit DIRECTLY ON THE BEACH.. Master bedroom has king size bed....

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Featured review

"What a view!"

Excellent quiet location on the southernmost area of Estero Island. Very comfortable recliner seating in main area, beautifully appointed bathrooms, comfy king bed, and everything you need in the kitchen....

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$175
avg per night
The Villages Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful 2 bedroom, 2 bath Courtyard Villa located in the Villas of St Simons. St Simons is completely surrounded by the gorgeous Championship Course at Glenview Country Club.We provide flat screen TV in the living room and master bedroom. Our home has luxury vinyl planking flooring...

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Featured review

"Awesome!!"

Loved the house!! Close to a ton of things and the golf cart was a nice touch!! Slept like a baby every night.

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$63
avg per night
New
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....

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$133
avg per night
Fort Myers House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Oh so “home sweet staycation”home! This 2/2 gem in ideallic setting and location awaits you~ Everything you need and more, in this beautifully appointed and incredibly well-furnished home. You’ll thoroughly enjoy relaxing with morning coffee and evening cocktails on this screened lanai,...

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Featured review

"very safe and friendly property. everything is needed was close by. also met realtor and owner as well as her brother in"

the pool was very nice and clean. safe place to stay. trailers and/,or prefab houses are very close to each other. you have to be very quiet. friendly people throughout the park. no activities going on...

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$53
avg per night
Sarasota House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

Charming Coastal Retreat Near Siesta Key Welcome to your Sarasota getaway! This bright and airy 3-bedroom, 2-bath home is perfectly located near the south bridge to Siesta Key, offering easy access to one of Florida’s most beautiful beaches.Property Highlights - Open-Concept Living: Sun-filled...

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Featured review

"Bridge to Siesta Key"

Very well maintained house with a great loaction near the south bridge to Siesta Key. Large screened in porch. Ride a bike to Siesta Key or Turtle Beach. The owner's are great to work with. Highly recommend.

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$214
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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$186
avg per night
Venice House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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. Be one of the first to stay in this colorful coastal vacation rental in Venice, FL located just five minutes from the beach. Art and creativity were prioritized...

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Featured review

"356 Azure Venice Fl"

Great place! Spacious, well maintained outdoor space. Large screened porch with comfy chairs and ceiling fan. Two large bedrooms with very comfortable beds, plenty of towels, linens and closet space. Small...

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$79
avg per night
Melbourne House
Sleeps 16, 8 bedrooms, 10 bathrooms

Key Amenities

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

About this property

Welcome to "The Havens at Beach Street", a part of "The Florida Havens" collection of properties. Book Beach Haven and Sea Haven together to enjoy two luxury homes just steps from a private beach entrance in Indialantic. With eight king bedrooms, two private heated pools and oversized...

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$1,043
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Siesta Key Family Getaway – Renovated Pool Home w/ Mini Putt & Outdoor Games! Bring the whole family to this beautifully renovated Sarasota pool home, located just 15 minutes from the world-famous Siesta Key Beach! This bright and stylish 3-bedroom, 2-bath retreat comfortably sleeps up to 10...

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$199
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Peace at last"

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

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$286
avg per night
Siesta Key Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
14 reviews

Distance to beach: 0.3 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover the ultimate Siesta Key getaway with this beautifully appointed, smoke free, 3-bedroom Townhouse, perfectly situated just 300 steps from the world-famous Crescent Beach. Enjoy the best of both worlds with Turtle Beach only 2.4 miles away, offering endless opportunities for seaside relaxation...

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Featured review

"Great location!!!"

The condo was great for our stay in Crescent beach for the month. It has everything you need to enjoy your stay at the beach. From beach chairs,bikes,umbrella's, towels and so much more. The pool was very...

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$440
avg per night
Siesta Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.7 miles to Turtle Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Welcome to Bayside Haven at the Pointe, your perfect getaway nestled along the serene shores of Sarasota Bay. This charming vacation rental features two spacious bedrooms and two full bathrooms, ensuring ample comfort and privacy for you and your guests.The fully equipped kitchen is perfect for preparing...

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$110
avg per night
New
Sarasota Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

AVAILABLE FOR ANNUAL, SEASONAL, OR MONTHLY LEASE! Enjoy peaceful, resort-style living in this beautifully updated first-floor 2BR/2BA condo in the gated Stoneybrook Golf & Country Club community. Fully turnkey and tastefully furnished, this home offers serene long views of the golf course, sparkling...

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$67
avg per night
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Well-decorated, fully furnished, new home in a safe, vibrant gated community. Has all the amenities for your perfect Florida rental, including resort-style pool, state of the art club house, fitness facilities, picnic grounds, and bocce, pickle ball, tennis, basketball and volleyball courts. Located in...

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Featured review

"Great Cape Coral Home and Location"

We stayed at Sandoval Jewel the months of Jan and Feb of 2024. The house had everything we needed during our stay including a fully equipped kitchen, linens, and beach towels. The lanai with the water view...

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$100
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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$695
avg per night
Indian Rocks Beach House
Sleeps 8, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Premier location in the popular beaches of Tampa Bay/ Clearwater area. -Five minutes walk to the popular Indian Rocks Beach - Shops, parks and restaurants are just around the corner -Amazing water views and lots of natural light -Private heated Swimming Pool & Spa -Kayak for two and 2 stand boards -...

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$537
avg per night
Panama City Beach Townhome
Sleeps 14, 2 bedrooms, 2.5 bathrooms
5 reviews

Distance to beach: 200 feet to Panama City Beach

Key Amenities

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

About this property

Newly renovated Emerald Dreams – Unit 3 & Unit 4 - Pet Friendly Rent Together or Separate. Each unit is a 2 bedroom 2.5 bath located less than 100 yards with great views of the beach just steps away from Dedicated Beach Access to the Emerald coast beach on the quiet West side of Panama...

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Featured review

"Great condo/Great location"

My husband and I recently retired and spent the month of January. Condo was clean and updated. The location is fantastic being on the West end in Laguna Beach which we love. The host was great and very...

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$141
avg per night
Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

For DIRECT BOOKINGS, Click to HOST and Visit Website !!!!!Beautiful Décor', Live on the Quiet Pool, Play on the Resort PoolThis Bonita Village Beauty offers 2 Bedrooms, 2 Baths, 2 Pools, 2 Beaches, Chickee and Peloton Equipped Fitness Center!You'll enjoy the look and feel...

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$241
avg per night
Special Offer
Destin Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
6 reviews

Distance to beach: 1 yards to Surfside Beach

Key Amenities

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

About this property

Welcome to" Luv it the Becht" YOUR 'DESTIN-ATION “SPOT @ Surfside Resort. We have a private beach, Beach bon fire Monday & Friday night. Gulf Front End Unit with a Million $ View of the entire coastline. Where you will enjoy a relaxing and stress-free vacation :) Also,...

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Featured review

"Winter vacation"

We stayed at this condo and had an amazing time. The condo had a spectacular view and was right on the ocean. It was very large and accommodated our family of 10 very easily. We stayed for 6 weeks and...

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$515
avg per night
Englewood House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

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

About this property

A beautifully remodeled home with a spacious lanai, a swimming pool, and 25 feet of seawall for a boat—plus the convenience of being just a short walk from Dearborn Street and Indian Mound Park & Boat Ramp. It strikes the perfect balance between accessibility and privacy, making it feel like...

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$206
avg per night
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
26 reviews

Distance to beach: 160 feet to Estero Island Beach

Key Amenities

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

About this property

Welcome to our luxurious top-floor beachfront condo on Estero Island Beach Villas, the perfect vacation rental for those seeking stunning Gulf views, on beach access and modern amenities. Located on the pristine North end, our freshly updated condo offers panoramic views of the Gulf from the living room...

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Featured review

"Best place I've ever rented!"

Loved this place! The beds were very comfortable. The place was very clean and stocked with Everything you might need. The locaation couldnt have been better. My only complaint is that the Master bathroom...

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$327
avg per night
Last Minute Deal
Marco Island House
Sleeps 8, 3 bedrooms, 2 bathrooms
35 reviews

Key Amenities

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

About this property

This location checks all the boxes. Newly redone home, on the canal, only 2.5 blocks to the beach, Marco Walk - bars, restaurants, boutiques, movie theatre, mini golf and a 711. Maybe you prefer just chilling by the pool or fishing off the dock, relaxing and catching some sunshine! If that sounds like...

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Featured review

"Perfect location !"

This property was perfectly located for our love of the beach on Marco island. It’s a short, easy walk with provided wagon, beach chairs, umbrella and cooler! House is very clean, well stocked to cook...

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$423
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

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

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$85
avg per night
Marco Island Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Renovated turnkey front unit with modern themes and contemporary furnishings and designs. Stunning Gulf views from the Master and Guest bedrooms, covered parking.Updates include new kitchen, new flooring throughout, and new bathrooms. The spacious lanai offers breathtaking ocean views. Easy access...

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Naples House
Sleeps 8, 4 bedrooms, 6 bathrooms

Key Amenities

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

About this property

Experience the pinnacle of Naples living in this stunning 4-bedroom, 6-bathroom waterfront estate in prestigious Aqualane Shores. With a private office, elegant Mediterranean architecture, and unmatched access to the Gulf, this home blends timeless style with a world-class location.Waterfront Living...

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$600
avg per night
Daytona Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

WOW!!!!!!!!!!!!!!! right on the Atlantic ocean beach FRONT ,this is as close you can get to the ocean ,south east location ,right on the white sands of the Atlantic south east location. .this one is a 2 bedrooms 2 bath with ocean front view in all rooms.high rise building ,over size swimming pool,work...

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Featured review

"Excellent rental!"

Loved the cleanliness and the view was AMAZING! Rental was easy to access and realtors were friendly and helpful.

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$143
avg per night
Bonita Springs Villa
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

CAPACITY: Up to 6 guests | 3 bedrooms | 3 bathrooms LOCATION: 4833/4835 Gary Rd Bonita Springs, FL, 34134, US BUILT IN: 1973 LAST RENOVATED: 2025 (full inside renovation + new furniture) MAIN FEATURES: Duplex Villa Pool (electronically heated) Fully stocked beach equipment...

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$120
avg per night
Venice Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This is a beautiful town home with beautiful view. The lanai overlooks two lakes, an island and a private golf course. The golf course is the Plantation Golf and Country Club. This town home was our private home for many years. The community is small, private and very quiet. You will enjoy your stay.

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Featured review

"Absolutely exceeded expectations!"

This is, hands down, the most beautiful condo in a perfect setting that we have ever had the pleasure of renting! We loved every minute of our stay. Everything is top quality and the owner is a pleasure....

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$93
avg per night
Hollywood Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Discover the epitome of coastal luxury in this stunning 2-bedroom, 2-bathroom condo in Hollywood Beach, Florida. This unit boasts breathtaking ocean views from every room, ensuring you wake up to the soothing sounds and sights of the Atlantic. The extensive wrap-around balcony is perfect for enjoying...

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$607
avg per night
Tavernier Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to your remodeled 2 - bedroom, 2 - bathroom vacation rental that has everything you need! The Master bedroom features a comfortable king size bed with a private bathroom that has a walk-in shower. The second bedroom has 2 twin beds and a connecting bathroom. The kitchen boasts beautiful granite...

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Featured review

"2 week vacay"

Our trip was wonderful! The condo was clean and nicely decorated. We had plenty of room and the view was priceless!

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$245
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 0.2 miles to South Venice

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Relax at our many close by beaches, downtown Venice Island, gulf courses, boating, fishing, tennis, water sports, or our old south adventures. Try or many Biking and walking trails along miles of inland waterways and 30 miles of the Heritage trail. ACoralBay has upgraded and 100% furnished our tropical...

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Featured review

"Home away from home."

Our home on Kimball Rd, Venice Florida was warm and welcoming. The perfect place to spend our winter vacation. Close to tennis courts, walking/biking trails and many beaches. The house was spacious and...

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$128
avg per night
Bonita Springs Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning

About this property

For DIRECT BOOKINGS, Click to HOST and Visit Website !!!!!Live a vacation in this attractive 2-bedroom, 2-bath in Lakeside Hideaway. Elevator access is available to the 2nd. Floor. Enjoy excellent privacy, plus a scenic view of swaying palms around the lakeside life. The open plan features wood...

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Featured review

"Warm retreat"

Looks lovely...what we're looking for Tropical weather Less traffic congestion Am interested in 3-4 consecutive winter months at a reasonable rate

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$95
avg per night
Port Charlotte House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 18 miles to Englewood Beach

Key Amenities

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

About this property

Welcome to a vacation home where every detail has been thoughtfully chosen to create a warm ,inviting, and personalized space for each guest. decor in every room to the cozy atmosphere throughout the house. Designed for unforgettable family moments ,you’ll enjoy relaxing days by the private pool...

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$230
avg per night
Naples House
Sleeps 8, 5 bedrooms, 5.5 bathrooms
2 reviews

Distance to beach: 4 miles to Delnor Wiggins / Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New listing: Stunning 5-Bedroom Home with private Office, Pool & Gourmet Kitchen (Island features) and pantry for food. Step into this spacious 5-bedroom, 5,5-bathroom home with cathedral ceilings, featuring an enclosed private office with french door. Flooring is tile and wood. Built in 2018 with...

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Featured review

"New Jersey golfers travel to Naples for winter Golf"

We were a group of 5 Senior golfers traveling to Naples for a total of 7 weeks during January and February. This house was perfect. From the 5 bedrooms all with their own baths to a fully stocked kitchen...

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$252
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover coastal living at its finest in this stunning two bedroom , two bath condo with den/office for rent on Vanderbilt beach in Naples, Florida. The master bedroom has a king bed with a Gulf view and en-suite bathroom. The second/guest bedroom has a queen bed and an en-suite bathroom for guest...

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Featured review

"Paradise on the Gulf Shore!"

Our stay at this condo was amazing from start to finish. If you’re looking for the perfect blend of luxury, comfort, and location, look no further! The condo itself was beautifully decorated with a sophisticated...

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Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...

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Featured review

"564 109th n Naples Fl (Naples Park)"

Just felt like home the minute we walked in. Very well furnished, great heated pool and outdoor space-resort style.also very convenient location.

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$500
avg per night
Venice House
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • 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. Be one of the first to stay in this cozy, coastal cabana vacation rental in Venice, FL located just ten minutes from the beach.The home has been equipped...

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Featured review

"Nice house in Venice"

We enjoyed our month at 561 Cabana. The house was comfortable and well equipped. The screened area was nice and we spent lots of time in the sparkling pool. The owner was easy to communicate with and very...

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$100
avg per night
Siesta Key Condo
Sleeps 5, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 250 feet to Siesta Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

On Siesta Key - Quick walk to Siesta Key's world famous beach. Beautiful and private, this updated condo with granite kitchen and tile floors overlooks the bay inlet and boat basin. Across street from world famous beach. Fully amenitied condo in amentied condo complex. Large community pool, tennis...

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Featured review

"Siesta Key"

3rd floor unit with no elevator. Clean but furniture not updated. Beach access but need to walk 3 blocks to an area to set up chairs and umbrella

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$172
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 feet to Bonita Beach

Key Amenities

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

About this property

Discover paradise in this stunning 6th-floor beachfront condo with breathtaking Gulf views! This beautifully designed space features two bedrooms and two baths, an open floor plan, and a spacious master suite with an en-suite bathroom.Highlights of this Beachfront Retreat -Panoramic Gulf Views: Enjoy...

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Featured review

"Amazing beachfront condo!"

My husband and I had the opportunity to spend November here and enjoyed everything this rental had to offer. The host was professional and attentive to work with. Upon our arrival the apartment was sparkling...

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$310
avg per night
New
Boca Raton House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience luxury coastal living in this fully furnished 3-bedroom, 3-bath Boca Raton residence, ideally located just one block from beach access and directly across from the Intracoastal.Situated in an exclusive neighborhood of multimillion-dollar homes, this property offers privacy, elegance, and...

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$267
avg per night
Indian Rocks Beach House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Distance to beach: 0.4 miles to 4th Ave Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This beautiful single family home features a large private heated pool with view of canal and mangroves. Palm trees line the property and provide shade for your afternoon nap. Numerous sea birds visit to fish in the lagoon, and you can kayak into the intracoastal waterway and enjoy dolphins, manatees...

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Featured review

"Love This Place!"

I so love spending time at this location! The house is spacious, clean, well stocked, and the pool area is so relaxing. The pool is warm and one day when it felt cold, Josiah was on it and had the issue...

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$500
avg per night
Last Minute Deal
Cape Coral House
Sleeps 8, 3 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Experience luxury living in this stunning vacation rental nestled on a prestigious golf course in Cape Coral, Florida. With three spacious bedrooms and two baths spread across 1800 square feet, there's ample space for relaxation and entertainment. Enjoy soaking up the Florida sun by the large, sparkling...

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Featured review

"Beautifully situated next to the golf course with a stunning sunset"

We thoroughly enjoyed this older, well-renovated house with two people from mid-November to early December. The rental process, move-in, and move-out were all very well organized by the extremely friendly...

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$175
avg per night
Davenport Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
7 reviews

Distance to park: 15 miles to Disney Parks

Key Amenities

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

About this property

The interior of our executive villa has been professionally designed and furnished to an exquisite standard. The kitchen is equipped with brand new appliances and is fully loaded with all the basics and more! The property is fully air-conditioned and has ceiling fans in the main living areas and master...

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Featured review

"Relaxing"

My husband & I arrived Feb. 01 and departed May 01, 2023. We have absolutely NO complaints but high praises to Gabriela, the home owner, for making sure the house was well stocked with the necessities plus...

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$198
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.