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Florida Snowbird Vacation Rentals

(3293 rentals)

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

Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Wake up to the dolphins, pelicans and exotic birds right outside your slider. The fishing is the best on the island! Enjoy unbelievable sunsets over the Gulf from your patio while the Island Princess sails right in front of your eyes. Escape to paradise for the whole month of March for $7,000 in this...

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$233
avg per night
Little Torch Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Picnic Island (by Boat)

Key Amenities

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

About this property

Beautifully kept private and secure canal front (220' of waterfront) home. Located at the end of a dead end street in a residential neighborhood alLows for privacy and extra relaxation. Fully updated kitchen, fully equipped with coffee maker, espresso maker, blender, bullet blender, etc. Ideally...

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Featured review

"Perfect place"

The property is updated, super comfortable, spacious, and beautifully decorated. We will be visiting again!

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$165
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Immerse yourself in luxury in this beautiful single-family pool home perfectly situated overlooking the stunning 18-hole golf course at Stonebridge Country Club. Enjoy the privacy of your own heated pool and extended lanai/backyard as you watch the sun set over the lush greens.Rental offers full...

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Featured review

"Fabulous property"

Just coming to the end of a ten week stay at this property, everything was 5 star. House very comfortable and very well equipped with everything you could possibly need. Great pool area, very private, all...

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$241
avg per night
Okeechobee House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Large family room, eat in kitchen, everything you need to cook a meal.Three bedrooms with pillow, towels and blankets. 2 baths, washer and dryer, carport, large side yard for trailer and cars.AC works great, extra spilt AC in third bedroom. Beautiful grassed yard maintained. Large TV and internet.

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$121
avg per night
Daytona Beach Shores Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

*Minimum 2 week rental* Available October 1st, 2026 thru March 31st, 2027Welcome to Beachside Luxe Retreat—your stylish, family-friendly oceanfront vacation rental in Daytona Beach Shores, Florida. Perched on the 14th floor of a premier condo on the no-drive beach, you'll enjoy breathtaking...

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$286
avg per night

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Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

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

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$232
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

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

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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Featured review

"Stylish and Comfortable Place in Fantastic Location with Nice Amenities"

Amazing Place, Exactly as pictured. From the moment you walk in you immediately notice the attention to detail. This place was clearly designed and decorated by a professional with style and comfort in...

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$102
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

**JANUARY LAST MINUTE SPECIAL - $4,000 - STILL AVAILABLE! FEBRUARY - $5,000 (RESERVED) MARCH - $5,500 (RESERVED) APRIL - $4,200 (AVAILABLE) (Please see cleaning, condo association fees and taxes listed below)Stay at our newly renovated 2 bed/2 bath Pavilion Club condo. Located just down the road...

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$133
avg per night
Clearwater Beach Townhome
Sleeps 7, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...

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$650
avg per night
Hollywood Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 0.1 miles to This condo is on the beach

Key Amenities

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

About this property

OCEAN FRONT with OCEAN VIEW rarely available SOUTH FACING 2 bedroom, 2 bathroom condo.Sleeps 7 in: 1 king (master bedroom), 1 queen (second bedroom), 1 twin 2-level trundle bed (second bedroom), 1 twin folding bed (movable)Over 1,200 sf with DIRECT OCEAN views from every room!Enjoy the fresh...

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Featured review

"Spectacular view!"

We had a most wonderful, relaxing stay in this beautiful beachfront apartment. The unit is beautifully equipped, with a magnificent view and we appreciated the peace & quiet. Gregory (the owner) has a great...

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$161
avg per night
Port St. Lucie Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Clean and relaxing efficiency B unit with off street parking. Washer and dryer and full size refrigerator. Steps to pool and a practice par 3 included.

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$67
avg per night
Venice Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to golfing paradise minutes drive from Gulf Beaches. Brand new fully furnished condo features 2 beds, 2 baths and. The West facing unit has beautiful sunsets, screened in lanai overlooks hole 5 and 6. Second floor next to elevator. Unit includes storage space for items you want to bring such...

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$125
avg per night
Key Largo House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Welcome to your private slice of paradise in Key Largo. Nestled in a quiet, well-protected canal-front neighborhood, this beautiful four-bedroom home offers the perfect escape for those seeking comfort, space, and the laid-back charm of the Florida Keys. Designed to accommodate up to 10 guests, the home...

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$475
avg per night
Marathon House
Sleeps 12, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Oceanfront
  • Rentals by owner
  • WiFi

About this property

Welcome to your slice of paradise in Marathon! Nestled in the heart of the Florida Keys, this vibrant waterfront escape offers direct ocean access, stunning sunsets, and laid-back island vibes you’ll never forget.️ 3 Bedrooms | 2 Bathrooms | Ocean Access | Dock | Sunset ViewsImagine...

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$317
avg per night
New
Ave Maria Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover effortless living in this stunning end-unit Carolina model, perfectly suited for an annual renter seeking comfort, privacy, and a vibrant community lifestyle. Overlooking serene golf course views, this beautifully furnished 3-bedroom residence offers a spacious split-bedroom floor plan—ideal...

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$111
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 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 the...

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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
Englewood Condo
Sleeps 6, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Tamarind Gulf & Bay Condominiums – Direct Gulf-Front Beauty!2 Bed + Loft | 2.5 Bath | Gulf Views | Beach to Bay Living Welcome to your slice of paradise at Tamarind Gulf & Bay, Manasota Key's premier beach-to-bay condominium complex. This direct Gulf-front 2-bedroom + loft, 2.5-bathroom...

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$221
avg per night
Naples House
Sleeps 7, 4 bedrooms, 3 bathrooms
8 reviews

Distance to beach: 6 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This gorgeous villa will make your Florida vacation unforgettable. The villa is located in a gated community with a magnificent view of a lake.Enjoy 2.500 ft² of air-conditioned living space with 3 bedrooms and 3 bathrooms and a den with pullout sleeper for 2 persons. You can use the den as an...

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Featured review

"comfortable, well appointed 3 bdroom with pool/backyard privacy"

Nicely furnished home, that comes with a conscientious property manager. The dishwasher malfunctioned while we were there. A maintenance man was there the next day to repair it. Could use quicker responding...

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$218
avg per night
Sarasota Condo
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Key Amenities

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

About this property

This property is no longer available to book online. Please email or call if you have interest of a month or more. Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your...

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$838
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 2 miles to Tiger Tail

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Looking for a stunning 2 bedroom and 2 bath condo for rent on Marco Island, Florida? Look no further than this recently updated gem! Located on the first floor, this condo provides easy access to the pool area and comes equipped with all the modern amenities you need for a comfortable stay. And the location?...

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Featured review

"Wonderful"

This place was great. Clean & big enough for us to enjoy it had everything we needed. Was wonderful having the lanai to sit on in the pool being right there. Can’t wait to go back!

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$133
avg per night
New
Key West House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Parothdhideaway, where it’s always Five O’clock! Less than 10 minutes’ walk from Duval Street you will find this tropical island getaway. Find yourself on island time yet still having every amenity at your fingertips like a soaking pool hidden under the trees on the large...

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$383
avg per night
Bradenton Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Located only one mile to the beautiful beaches of SMI. The White-sand Beaches of the Gulf of Mexico is a short 1 min drive away. An extra large heated pool is across the driveway away in a beautiful tropical setting with bathrooms and an outdoor shower to rinse off! There is also a hot tub to relax...

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Featured review

"Amazing"

The vacation was amazing. My family had so much fun. We needed this time to relax and get out to the water after being shut in for so long.

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$243
avg per night
Santa Rosa Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom
2 reviews

Key Amenities

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

About this property

This Leeward 1 unit is on the 2nd floor and designed as an ADULT ONLY/NO ANIMALS-NO EXCEPTIONS personal vacation residence (couple's or ladies get-away) for 2 persons. Rental includes beach setup with 2 chairs and 1 umbrella from March 1 - Oct 31, 2026 only. Not offered in off-season due to vendor...

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Featured review

"Nice condo"

Nice clean condo right on the beach. Perfect for a couple or a single person. Private beach with chairs included.

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$240
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

You will not want to leave! 10 minutes to famous 5th Ave and beautiful white sandy beaches! Huge heated pool! This is a very well equipped and spacious 2nd floor condo with cathedral ceiling in the living room/dining room area. The condo is tiled throughout and features fully equipped kitchen, 2 bedrooms,...

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Featured review

"Great Naples Location"

Great location with awesome pool. The condo complex is beautifully maintained. The condo has a charming South Florida decor. You'll have all the utensils you need to cook your favorite meals and supplies...

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$98
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Naples Beach

Key Amenities

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

About this property

Feels like a botanical village on the water! This unit is bright and open, multi-level 3bed/2bath (1 king bed & 2 full size beds in unit), with large volume ceilings. You can enjoy informal dining in the eat-in kitchen with breakfast bar, stainless steel appliances and granite counter tops. Includes...

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$117
avg per night
New
Ave Maria House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning Bougainvillea Model with Golf Membership – Fully Furnished & Move-In Ready! Step into luxury with this beautifully decorated 3-bedroom + den Bougainvillea model, perfectly positioned to capture serene sunrise views every morning. Boasting top-tier upgrades and an unbeatable location,...

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$367
avg per night
Cudjoe Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • WiFi

About this property

This Cudjoe Key home is neat as a pin with all the comforts of home. Bright and shiny kitchen with everything you may need to create wonderful get together. The large comfortable living room has plenty of seating including recliners in the sofa and loveseat. Laminate hardwood floors throughout. 3 large...

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Featured review

"Perfect boat and pet friendly home in the Lower Keys"

We thoroughly enjoyed our stay at Palmetto Retreat. The home was spotless and had all the amenities we needed. A couple of menial things didn't work, and Christine (Rudy) took prompt care of them while...

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$163
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Beautiful and peaceful location!! Bay Village Condos are perfectly located on Estero Island with water views of the Bay and a 5 minute walk to Ft. Myers Beach (see attached picture for location). (STR# 22-0090)Highlights of the condo include· 2 bedrooms (1 king and 1 queen), each...

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Featured review

"Location, Location, Location"

This unit is only 6 minutes from the beach, in a quiet complex and well kept. The owner was great in all respects and manager very accessible. The king bed has a great mattress, and we found everything...

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$233
avg per night
Venice House
Sleeps 7, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Modern 3.5-Bedroom Pool & Spa Home in Sarasota National Your Venice Getaway Awaits Welcome to your perfect retreat in the exclusive, guard-gated community of Sarasota National. This stylish 3.5-bedroom, 3-bath home offers the ideal blend of comfort, space, and resort-style amenities just minutes...

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$155
avg per night
Ormond By The Sea Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Beautiful Direct Ocean View from 2nd floor private Balcony and two access points to Beach. This is a 5 story condo complex that has elevator, Heated Pool, cable, wifi, clubhouse and 2 dedicated car wash areas. Your Newly, Fully remodeled 2/2 condo comes with a Queen size bed in the Master bedroom and...

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$70
avg per night
Sarasota House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Portable putting green and safe ax...

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$260
avg per night
New
Punta Gorda Villa
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Model home Veranda in Heritage Landing Golf and Country Club. This was the model home for 4 years and is absolutely stunning. 2 Bedroom 2 Full Bathrooms. Gorgeous Kitchen with island. Walk out to 2 patios one on each end of the building. 1 Car garage as well. Overlooks pond and Tee box on #17. You can't...

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$103
avg per night
Rotonda West Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 7 miles to Englewood Beach

Key Amenities

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

About this property

Fully furnished and tastefully decorated villa, fully equipped with everything you can ever need at home. 3 spacious bedrooms; 2 with queen beds and the fabulous master with a king sized bed and a dream ensuite bath with a Roman shower, dual sinks, jetted tub, separate enclosed toilet area, and a walk-out...

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Featured review

"Wonderful holidays"

We felt very comfortable in the house. Everything we needed was there. The pool area was beautiful. What I really value is cleanliness. I didn't find any defects; everything was very clean. The location...

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$136
avg per night
Englewood House
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Welcome to your charming slice of paradise in Englewood, FL. This 2 bedroom, 1 1/2 bathroom home has undergone a recent renovation, offering the perfect blend of coastal and modern comfort.Upon entering the home, you will feel the open and airy living space and seamless flow from the living room...

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Featured review

"Great location"

My husband and I really enjoyed the time we spent in your home. It was very well stocked with all the cookware and dishes that we needed. Lots of large fluffy towels and beach supplies. There were lots...

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$66
avg per night
Big Pine Key House
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 3 miles to Bahia Honda Park

Key Amenities

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

About this property

Modern 4 bedroom 2 bath stilt home centrally located in Big Pine. Heated salt water swimming pool. Corner canal front lot with 120 ft of dockage. 5 min. to the Gulf and 10 min. to the Atlantic. Close to the Winn Dixie grocery store. Free public boat ramp 5 min away. Room on property to park 6+ cars...

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Featured review

"Croton house"

Well, we think the house is very nice and clean. Great location, lovely neighbors nice quiet place we have only positive things to say and nothing negative so have a great day

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$200
avg per night
Palm Coast Condo
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Be prepared to be wowed! This stunning fully furnished, 3 bedroom, 2 .5 bathroom, 1640 sq. ft. condo is located in the magnificent Surf Club II. This meticulously maintained direct oceanfront condo has all of the bells and whistles. The owners spared no expense in adding special details such as crown...

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$217
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Available March, and April! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two...

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$267
avg per night
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Ft Myers beach

Key Amenities

  • Pool
  • WiFi

About this property

Condo is on the second floor- no elevator, fully furnished and ready to meet new guests. It comes with a fully equipped kitchen, dishwasher, washer, dryer on site. Heat pool BBQ area. 2 balconies, beach chairs, Umbrellas. Close to restaurant 15 mins to Ft Myers beach. No pets. No smoking in Condo

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$64
avg per night
Bradenton Townhome
Sleeps 9, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 18 miles to Siesta Key Beach

Key Amenities

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

About this property

Luxury Coach Home on first floor for couples, families (with kids), and big groups . 3 Bedroom /Two Big Baths/Two Car Garage-- an endless vacation lifestyle akin to a resort style vacation Home! The luxurious Club and pools will be bringing you and your family an unforgettable time!! Coming with membership...

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Featured review

"Absolutely wonderful"

Our family had the best stay here! I can’t say enough positive things. When we arrived, we were greeted at the gate and escorted around to tour all the amenities in the community. Everyone was so nice...

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$137
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Your Seasonal Escape Awaits in Punta Gorda, Florida! Embrace sun-filled days, scenic views, and a prime location close to top attractions. This seasonal rental is your ideal getaway—whether you're looking to unwind or explore. Relax by the pool, visit nearby parks and golf courses, or enjoy...

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$83
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 3 miles to Barefoot Beach

Key Amenities

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

About this property

LOCATION LOCATION LOCATION! Enjoy this beautifully updated and remodeled (2024) Bermuda Lago condo in Bonita Springs/N. Naples for 2027 season. A quiet and friendly community, only 5-7 minute drive to the beach (Wiggins Pass or Barefoot Beach), and perfectly centralized location to enjoy the local stores...

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Featured review

"Proud to have this as my winter home"

This location is at the heart of everything - happy hours, fine and casual dining, shopping, the beach, etc. And the pool is warm and welcoming. Shannon and Joe paid attention to every detail when they...

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$229
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

SEASONAL RENTAL AVAILABLE. Enjoy a healthy and pristine living environment in our fully smoke-free condo. Off-Season rate for November 2025 and May 2026 through August 2026 is $2900 per month. December 2025 through April 2026 is offered at $5000 per month. Escape to paradise with this fabulous 2-Bedroom,...

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$167
avg per night
Delray Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to your perfect getaway or investment opportunity in the heart of East Delray Beach! This spacious and beautifully maintained 2-bedroom, 2-bathroom condo is located in the highly desirable Delray Racquet Club, just one mile from the pristine Atlantic shoreline and moments from vibrant Atlantic...

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$102
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Distance to beach: 10 miles to Cape yacht club

Key Amenities

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

About this property

4 Bedroom renovated villa on a corner lot, 200 ft gulf access canal with intersecting canal views, a dock and tiki deck and large L shaped pool and separate spa. Very private lot. I am new on this site as a Vacation rental owner but have been on VRBO for many many years. Hence the reason for no reviews...

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$195
avg per night
Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to your Southwest Florida retreat in the highly acclaimed, award-winning, gated Miromar Lakes community. Once you arrive, it won't take you long to realize the accolades are all well-desereved! This well-maintained 3-bedroom, 2-bath home offers nearly 1,800 square feet of comfortable living...

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$304
avg per night
New
Fort Myers House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to beach: 13 miles to Bonita Beach or Fort Myers Beach

Key Amenities

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

About this property

This home away from home with luxury pool and hot tub, is in a quiet gated community that boasts 3 inviting bedrooms (all with ensuite baths), including 1 king bed and 2 queen beds, with 4 bathrooms in total. The tremendous space and cozy atmosphere make it a perfect retreat in beautiful South West Florida....

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$260
avg per night
Hollywood House
Sleeps 4, 2 bedrooms, 1.5 bathrooms

Distance to beach: 20 feet to Hollywood

Key Amenities

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

About this property

Beautifully renovated Single-family Art Deco home built in 1928 . Located on the renowned Hollywood Broadwalk, this lovely home is fully appointed with accordion doors optimizing indoor-outdoor living. Outdoor space facing the ocean has a dining and lounge area. 2 bedrooms, 1 1/2 baths with a privacy...

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$286
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

This stunning luxury villa is a private pool home overlooking a large lake boasting many luxury amenities. Located in Naples Florida, a gated community of single-family homes featuring award-winning designs. Situated within a few minutes of downtown Naples and its pristine white sand beaches and local...

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$198
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • WiFi

About this property

Beautiful Beachplace beachfront unit on the 3rd floor spectacular Gulf and beach view. Has brand new windows and doors and is an end unit in building 3 with glass sliding doors on 2 walls of the living room. This is the closest building to the pool. It has 2 parking spaces. One is covered. Beautifully...

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$181
avg per night
Fort Lauderdale House
Sleeps 12, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Villa Du Sól, a stunning duplex retreat located in the beautiful Coral Ridge Country Club community of Fort Lauderdale. Designed with both comfort and style in mind, this property features two identical 2-bedroom, 2-bathroom residences — perfect for larger groups, families, or...

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$516
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.