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Florida Snowbird Vacation Rentals

(3309 rentals)

Welcome to Florida, where your month-long getaway awaits! Whether you're a snowbird seeking sunny winters, a family on a seasonal retreat, or a digital nomad in search of a work-friendly stay, Florida offers an extensive range of accommodations. From budget-friendly options to luxury escapes, find your perfect monthly rental today.

Sarasota Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your Sarasota home away from home!Nestled in the highly desirable Coral Cove neighborhood, this beautifully remodeled apartment offers the perfect blend of comfort, convenience, and coastal living. Located just a few blocks from the South Bridge to Siesta Key and less than one mile from...

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Featured review

"FANTASTIC HOME AWAY FROM HOME"

I teach high school and decided to do something fun this summer during my break, so I stayed on Starfish Dr. in Ana's rental for 5 weeks (only 10 minutes away from my new granddaughter.) Everything about...

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$93
avg per night
Cape Coral Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Better see this one first! This Gorgeous, super clean 2 Bedroom / 2 Bath condo with den and carport is in model condition and ready for you to relax! Located in the popular gated community of Banyan Trace, this tastefully furnished unit offers neutral tile /wood throughout and has just been freshly painted,...

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Featured review

"Beautiful, clean condo"

This condo has every amenity you could think of. It was super clean and decorated beautifully. The lanai is a very relaxing spot to enjoy your coffee or evening cocktail and is located overlooking the pool....

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$101
avg per night
Big Pine Key House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

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

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$316
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Island Dreaming – Your Luxury Key West Getaway - MONTHLY RENTAL Welcome to Paradise*** Please note for 2027 High Season rentals Jan- February - Arrival after the 5th of January for 6 week minimum is required in order to get accurate pricing***Discover the ultimate island retreat at Island...

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$650
avg per night
Panama City Beach House
Sleeps 10, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

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

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Featured review

"Another great stay"

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

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$263
avg per night

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Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Escape to captivating Marco Island and enjoy all of the comforts of home in this lush, tropical setting. Our 2 bed, 2 bath condo has been completely renovated and beautifully decorated . The living room and both bedrooms enjoy breathtaking views of the white sand beach and the stunning Gulf of Mexico....

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Featured review

"I Loved My Stay"

We had an absolutely fantastic stay at this condo at 140 Sea View Court on Marco Island, Florida! From the moment we arrived, everything exceeded our expectations.The location is unbeatable — just...

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$275
avg per night
Special Offer
Englewood East Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Boca Grande, Palm Island South, Manasota Key

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

2 Bedroom 2 Bath open floor plan, Lania, Pickleball, Pool and minutes to the Beach!TwoMorrows Treasure: Englewood Charm 2 Bedroom Condo Whether you are looking to explore our beautiful beaches and parks, working up an appetite for the local restaurants or you just want to relax poolside with a cocktail...

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Featured review

"Location, Location, Location"

Spent the Winter (Jan-March 2026) at David’s Condo) We had a Great Time. Owner was very attentive and had great communication with Us. Condo was very well appointed, organized, and perfect for all...

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$97
avg per night
Cape San Blas House
Sleeps 12, 4 bedrooms, 5 bathrooms
2 reviews

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 Belle On The Bay, our exquisite sister property to Amelia By The Bay, offering guests a serene retreat on the tranquil waters of St. Joseph Bay. Situated at the sought-after north end of Cape San Blas, this prime location provides convenient access to the area's premier attractions.Property...

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Featured review

"Wonderful home on the bay!"

The property was fantastic! It was spotless clean and very, very well equipped with everything we needed. Our grandsons really enjoyed the paddle boards and kayaks also, fishing and crabbing from the dock....

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$457
avg per night
Marco Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

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

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Featured review

"Great stay"

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

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$234
avg per night
Indian Shores Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Key Amenities

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

About this property

3 Bdrm. 2 Bath. Pool. Amazing views. Ph. four one six - six four eight - four six seven three.This oceanfront newly renovated 3 bedroom/2 bath spacious 3rd floor unit overlooking the Gulf of Mexico with breathtaking views, sandy beach, wide balcony with access from living room, master bdrm. The...

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Featured review

"Great experience"

Condo was spacious and had most amenities needed. Pool was great, got a little busy towards the weekend, but never a problem finding a spot. Views were beautiful. Got to see the sunset and other side...

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$186
avg per night
Panama City Beach Condo
Sleeps 4, 1 bedroom, 2 bathrooms
1 review

Key Amenities

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

About this property

Calypso WEST Tower TWO Beach Front 2-2103 w/Beach Chair.25% less than you from our VRBO#114529 if you direct with owner Tony, text six78-four63-two246 for Q&A and a quote better than VRBOIt’s a beach front condo with one bedroom two full bathrooms.**Our cleaning crews do...

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Featured review

"Great Stay"

Tony was easy to communicate with and quick to respond. He sent information ahead of time so that I was able to print the parking pass before arriving.The condo was as pictured and described. The bed...

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$126
avg per night
Marco Island Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ville de Marco is a unique village of tropical retreats located in the Historic District of Marco Island Florida.The general location is walking distance to the World Famous Snook restaurant & bar right on the Marco River. Boat rentals, quaint shopping, and dining are also close by.This tropical...

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$107
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your Naples home away from home in Falling Waters on Davis Boulevard. This bright and spacious 2-bedroom, 2-bath residence offers approximately 1,560 square feet of comfortable living space—perfect for settling in and enjoying a month or an entire season in Southwest Florida.The open...

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Featured review

"Tropical Oasis in Naples. Perfection from Start to Finish!"

We couldn’t have asked for a better stay in Naples, Florida. From the moment we walked in, we were blown away by how immaculate and pristine the entire condo was. The coastal decor is stylish, cheerful,...

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$131
avg per night
Key West House
Sleeps 10, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

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

About this property

The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny...

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Featured review

"The Perfect Home"

I came to this house with friends, completely unsure what to expect from Key West. The island itself moves at this fascinating, slightly calm/chaotic pace, but stepping into this rental felt like entering...

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$777
avg per night
Big Pine Key House
Sleeps 13, 5 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to our 5 bedroom with optional 6th bedroom home, “Reel’em Inn” Big Pine Key, an excellent location for a relaxing vacation with family and friends 31 miles from Key West’s Mile Marker 0. This spacious 5-bedroom home is on a double lot with plenty of parking and 150 feet...

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Featured review

"We love this place!"

We've stayed in this home for a month for 3 years, 2025 being our 4th year we added a month. We stayed in the home before Jeff and Christine bought it and loved it then. They've made so many improvements...

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$400
avg per night
Matlacha House
Sleeps 5, 2 bedrooms, 1.5 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Two Bedroom, 1 1/2 bath house on Matlacha Island in a quiet neighborhood. Fully furnished with an outside shower house and a boat dock. Each bedroom has a TV. Cable and Internet are provided. House is on the water with direct access to the Gulf. Located within walking distance from eating and drinking...

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$200
avg per night
Islamorada Villa
Sleeps 14, 5 bedrooms, 4 bathrooms
2 reviews

Key Amenities

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

About this property

⭐ 5 bedroom 4 bathrooms (One bathroom by pool) ⭐ Canal home in Venetian Shores with access to bay and ocean ⭐ 100 foot of dockage on 100 foot wide deep canal. Ask about bringing your own boat ⭐ Location of canal is off Snake Creek near MM86 ⭐ Beautiful large pool with hot tub in tropical...

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$421
avg per night
Destin House
Sleeps 6, 6 bedrooms, 4.5 bathrooms

Distance to beach: 455 feet to DUNES OF DESTIN

Key Amenities

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

About this property

6 Bedroom, 4.5 bath, private pool, beach access home which sleeps up to 16 people. House is the dunes of Destin sub division. Three story house which has over 4500 sq. feet of interior space. Each story has a balcony with a view of the gulf of Mexico. There is a private beach access boardwalk approx....

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$537
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

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

Key Amenities

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

About this property

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

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$247
avg per night
Punta Gorda House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Why travel so far to Key West when you can relax here in Punta Gorda at an amazing modern home with the Key West look. This home has been whimsically decorated with furnishings that reflect the laid-back, quirky island life style of Key West. 10 minutes from the Punta Gorda downtown, well known Fisherman's...

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Featured review

"Wedding trip"

The house that we stayed at was very nice butt the rental said it sleeps up to 13 people an there wasn’t enough for 10 people. An the coffee pot guide working had to buy another one an we left it for...

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$194
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 3 miles to Fort Myers Beach

Key Amenities

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

About this property

WINTER & EARLY SPRING IS A GREAT TIME OF THE YEAR FOR THE WONDERFUL WARMTH OF FLORIDA AND.... NO SNOW!!!This 3rd/Top Floor Condo (elevator in our building) is your vacation Home Away From Home with many extra amenities including Free WIFI (anywhere inside our Condo & Lanai). Our Building has...

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Featured review

"A great condo close to beach and attractions!"

My wife and I have stayed at this condo at Kelly Greens for the last five years during the month of February. We just love it here! The condo is right across the driveway from the pool, hot tub, tennis...

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$120
avg per night
Davenport Villa
Sleeps 10, 5 bedrooms, 3 bathrooms
4 reviews

Distance to park: 8 miles to Walt Disney World Resort

Key Amenities

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

About this property

Welcome to this stunning 5-bedroom, 3 full bathroom home complete with a private pool backing a serene nature preserve located in the charming gated community of Reserve at Town Centre in Davenport, Florida. Designed with families in mind, this beautiful retreat is just 15 minutes from the magic of Walt...

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Featured review

"Getaway with Friends"

This house was amazing! Tons of room, comfortable beds, great kitchen - that allowed for more than one cook in the kitchen! The pool was clean, private and very well kept. We spent our morning coffees...

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$169
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

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

About this property

This luxury two-bedroom, two-bathroom lakeview condo at Heritage Pointe offers a serene and active retreat in the heart of Fort Myers.Spanning 1,200 square feet, this third-floor unit (accessible by elevator) is designed specifically for monthly stays, making it an ideal choice for snowbirds or those...

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Featured review

"Excellent Holiday Condo"

My wife Helen and I spent April 2024 and April 2925 in this Condo The owner Jonathan has been super friendly and extremely organized, making it easy to enjoy our time at Heritage Point. The unit is spotless,...

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$67
avg per night
New
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$115
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

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

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$443
avg per night
Islamorada House
Sleeps 10, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Newly renovated 3/2 Canal front home with brand new pool, deck and front gates for privacy!The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms,...

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Featured review

"We love this house!"

2022 was our 2nd time renting this wonderful home. The location is fantastic, and the house and property offer everything you can imagine. Outside is a paradise with a refreshing pool (with fun lights...

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$500
avg per night
New
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Key Amenities

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

About this property

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

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Featured review

"Beautiful, weekend get away"

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

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$282
avg per night
Bonita Springs Apartment
Sleeps 2, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 1 miles to 1 mile

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Great private 1 bedroom 1 bath with walk in shower. Your own driveway, garage and screened lanai. . Not in a gated community. New furniture and appliances in past couple years. Fully turnkey furnished with cookware, dishes everything. . Located across from a canal in Bonita Shores

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Featured review

"5 star Excellent apartment rental"

Nancy's apartment is first-class and one of the best rentals in Bonita Springs. It is nicely appointed and meticulously clean. It has served us well as our base for 15 years to enjoy everything southern...

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$167
avg per night
Ponce Inlet House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • WiFi

About this property

Lighthouse Shores – Monthly Oceanfront Rental in Ponce Inlet!Escape to paradise in this 2-bedroom, 2-bathroom oceanfront condo at Lighthouse Shores in beautiful Ponce Inlet! Located on the no-drive beach, this spacious retreat sleeps 6 and is perfect for a relaxing extended stay.Spacious...

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$153
avg per night
Islamorada House
Sleeps 8, 4 bedrooms, 4 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Introducing the "Bonefish House" at Tarpon Point!This opulent, luxury, home is equipped to accommodate eight adults with 4 bedrooms & 4 full bathrooms. The open living space offers easy entertaining and direct panoramic views of the community pool and Atlantic Ocean. The well-appointed...

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Featured review

"Bonefish at Tarpon Point 3 bedroom"

A BEAUTIFUL LOCATION. This was a well appointed house which made for a wonderful stay for three couples. The house is listed for rental as four bedroom four bath. In reality two king bedrooms with bath...

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$977
avg per night
New
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

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

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$287
avg per night
Tavernier House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Swim. Sleep. Repeat., at Manatee Manor. This 3-bedroom, 2.5-bath home on Plantation Key has something for everyone. Enjoy a drink by the tiki bar, rack ‘em up at the billiard table, or soak up some vitamin D next to the pool. With an entrance just off the carport, the downstairs offers a comfortable...

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$281
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 14 miles to Manasota Key Beach

Key Amenities

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

About this property

Thoughtfully curated with a clean, calming coastal design, this boutique-style retreat was created for guests who want comfort, style, and a healthier living environment while enjoying the Florida lifestyle. Enjoy: • Peaceful golf course views from the private screened lanai • Bright open-concept...

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$133
avg per night
Panama City Beach Condo
Sleeps 5, 2 bedrooms, 1 bathroom
9 reviews

Key Amenities

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

About this property

→ Complimentary Full Beach Service – Included with your vacation stay from March 1 through October 31, with daily service available until 5 PM. For a one-week stay, this complimentary amenity provides over $200 in added value!Wake up to breathtaking unobstructed views of the sugar-white...

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Featured review

"The old hillbilly"

It’s awesome place. The beach is awesome. The maintenance people was very congenial very pleasant to be around. We didn’t have any problems. The owners was just a text away and immediately reply so...

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$129
avg per night
Ponce Inlet House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Private pool
  • WiFi

About this property

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

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$143
avg per night
Naples Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...

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$300
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

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

About this property

Naples 2BR + Den | Lake View | Pool | Pickleball | Workspace | Near BeachBeautiful, newly built 2BR + den home in a prime Naples location with lake views, private lanai, and resort-style amenities. Ideal for seasonal stays, snowbirds, and remote work.Monthly rates range from $3,800 to $7,900 depending...

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Featured review

"Definitely coming back"

We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...

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$172
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

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

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Featured review

"All the comforts of home!"

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

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$152
avg per night
Cape Coral House
Sleeps 13, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your dream getaway in Cape Coral, Florida! Our luxurious canal-front retreat offers 4 bedrooms and 3 bathrooms, perfect for vacations, weddings, bridal party preparations, and reunions for up to 50 guests but a maximum of 13 overnight guests. Enjoy a fireplaced living room, landscaped grounds...

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$439
avg per night
New
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Step into one of SkyRun Naples’ most inviting coastal properties—where design, comfort, and lifestyle align perfectly.This home was selected and prepared for guests who expect more: more comfort, more style, and a more seamless experience from arrival to departure.The interior showcases...

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$206
avg per night
Special Offer
Venice Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
18 reviews

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

Key Amenities

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

About this property

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

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Featured review

"Best destination in Venice,Florida"

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

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$197
avg per night
Destin Condo
Sleeps 6, 1 bedroom, 1.5 bathrooms
34 reviews

Key Amenities

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

About this property

Please Call Tami to book this newly remodeled, well equipped, clean unit! Sugar white sand and emerald green waters are right outside the door of this lovely oceanfront condo.This ground floor, non-smoking unit walks out to a private tiled patio...

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Featured review

"Beach Front"

Wonderful beach front condo! We enjoyed sitting on the porch and watching the surf. In a short 3 days we saw so much marine life with highlights including a Manatee swimming east, Mobula rays jumping in...

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$263
avg per night
Cape San Blas House
Sleeps 18, 5 bedrooms, 5.5 bathrooms
2 reviews

Key Amenities

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

About this property

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

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Featured review

"Best Stay in Cape San Blas!"

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

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$602
avg per night
New
Bonita Springs House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Come and enjoy this beautiful 3/2 bath home heated pool home in the heart of Bonita Springs, FL. This bright and inviting home, sleeps up to six guests and offers the perfect blend of comfort, convenience and Florida living. Just a ten minute drive from one of the most spectacular beaches...Barefoot Beach....

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$429
avg per night
Panama City Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
11 reviews

Distance to beach: 10 feet to Right on the Emerald Coast beach

Key Amenities

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

About this property

Over 50 FIVE STAR Reviews on vrbo Say it All ~ Clean ~ Feels like Home ~Best Beach Views ~ Spacious ~ Comfortable ~ Convenient ~ lots of Amenities.“This condo rocks” was one of the first guest comments describing our two-bedroom unit. Now we’ve added an end-unit three-bedroom with...

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Featured review

"Wonderful condo"

The condo was very nice and comfortable. The unit was clean and well kept with all the convinces of home. Warren was very nice to speak with and made sure all the information needed was provided as well...

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$399
avg per night
Panama City Beach Condo
Sleeps 7, 2 bedrooms, 1 bathroom
3 reviews

Key Amenities

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

About this property

Changes in Attitude — Top-Floor Beachfront Loft with Gulf Views in Panama City Beach (Sleeps 7)Welcome to Changes in Attitude — a fully renovated top-floor beachfront loft with private Gulf views, a balcony overlooking the beach, and direct access to the sugar-white sands of Panama City...

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Featured review

"Great stay"

Our stay was absolutely the best honey! everything within walking distance, our car didn’t move until the day we left. The weather was perfect. The beach was so nice and clean. The condo was perfect for...

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$240
avg per night
Marco Island Villa
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 0.5 miles to winterberry, south end

Key Amenities

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

About this property

Bring the whole family to this great place with lots of room for fun. No car needed, one of the closest house to the beach in Marco Island, very large four bedrooms three baths villa on the south end of the Marco Island. An oversized open den with pool table provides space for entertaining, a media area,...

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$725
avg per night
Clearwater Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Completely renovated beautiful cottage on large double lot. Located 2 blocks from the gulf and 2 houses from the Pinellas Trail. Walk or bike to downtown Dunedin. New kitchen and bathroom along with washer and dryer. Sliding glass door off living room provides access to a cozy side yard with patio. Vaulted...

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$114
avg per night
Fort Walton Beach Condo
Sleeps 10, 4 bedrooms, 3 bathrooms
2 reviews

Distance to beach: 200 feet to Fort Walton Beach

Key Amenities

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

About this property

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

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Featured review

"Great Condo"

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

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$281
avg per night
Daytona Beach Shores Townhome
Sleeps 4, 2 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 20 feet to Atlantic Ocean

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to your vacation beachside oasis in this quiet quaint community, fully furnished Mediterranean townhome located only steps to the ocean and river! This comfortable 2 bedrooms, 2 ½ bathrooms townhome accommodates up to 6 people comfortably. This home features a gated private courtyard with...

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Featured review

"Perfect"

My husband and I stayed here 3 1/2 months and would recommend this place to anyone. It is just as pictured, clean, light and homey. Sonja and her husband are great to work with. Everything is nearby,...

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$189
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.