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Florida Snowbird Vacation Rentals

(3343 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.

Ramrod Key House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

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

About this property

Mermaid House was just recently renovated and is a brand new second level vacation rental! This home is in a great central location, not far from Winn-Dixie, Bahia Honda State Park and Key West!Decorated with a warm coastal feel, this home has an open floor plan with large glass windows! The home...

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Featured review

"Just book it!"

I cannot say enough good things about our month-long stay at Mermaid House, so I'll keep it simple, just book it!!! The outside living area was our most favorable spot. (There is one caveat... be VERY...

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$385
avg per night
Cape Coral Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Cape Coral Beach

Key Amenities

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

About this property

Villa Haze is equipped with everything you need to make your holiday unforgettable.It is located in a very quiet residential area and stores, restaurants and points of interest are easily reachable.Our villa has three bedrooms, two bathrooms, a solar heated private pool with lots of privacy and...

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Featured review

"Wonderful Villa Haze, Cape Coral"

The house is very nice and well equipped with everything you need to feel comfortable. An initial briefing is also offered to explain how things work, if necessary. Shopping facilities and great restaurants...

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$189
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View at just $14,000/month in season! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA with a spectacular panoramic water view is the perfect vacation rental...

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$300
avg per night
Punta Gorda Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Spacious and bright new 3 bedroom 2 bathroom condo located in a gated community. Heritage Landing offers a resort style pool and hot tub with a Tiki bar and restaurant. There is a 24 hour fitness center complete with an onsite trainer. Indulge yourself at the full service day spa offering massages, nails,...

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$83
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Distance to beach: 8 miles to Marco Island

Key Amenities

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

About this property

Weekly or Monthly rental, furnished. This home has a two-car garage, private patio, three bedrooms and 2.5 baths. This casita has all you need to have a relaxing vacation. Laundry room, master bedroom and master bath are all other bedrooms including laundry room are on the second floor, and all living...

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$289
avg per night

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Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Across the street path, easy walk 1 block

Key Amenities

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

About this property

Large modern furnished condo with 2 bedroom plus den/office, 2 large bathrooms, fully equipped kitchen, large living room, 3 balconies off each bedroom and living room, all 3 overlooking Intercoastal waterway, double entryway off indoor hallway. Amenities include; Large swimming pool, hot tub, pool/ping...

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$97
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Less than 200 feet and you are standing on the sugar white beach at the edge of the turquoise blue water of the Gulf of Mexico. Whether you're walking, running or biking along the 5 mile paved trail, direcly in front of Majestic Sun, or just sitting on the balcony watching the dolphins at play in...

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Featured review

"Great place with Best view."

The pictures don't do it justice. Place is great and so is the host. Very accommodating. Would highly recommend.

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$250
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool
  • WiFi

About this property

Pet Friendly Turnkey Furnished Resort-Style Short-Term Rental* Turnkey Furnished * Wi-Fi Internet and Basic Cable included. * LED TVs in all rooms * Screened in Lanai * A heated resort-style pool & spa * State-of-the-art fitness center * Full-service spa with massages, manicures, and pedicures *...

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$150
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Single-story home, step-free access, freshly renovated with new tile flooring throughout (no carpet), all new interior dimmable lights, all new exterior Govee LED Lights (Lanai string lights, Coach Lights, Pool Light), new paint, tons of Florida- inspired decorations and new high quality furniture.Primary...

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Featured review

"Wonderful Villa Tiki"

We were fortunate to discover Villa Tiki for home away from home for January thru March 2026. From the initial inquiry to the end of our stay, Sebastian and Nelly were prompt, professional and very kind....

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$161
avg per night
Special Offer
Destin House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Coastal Hayes – Your Coastal Retreat Relax, unwind, and enjoy the best of Destin just steps from the beach.Why You’ll Love It Escape to Coastal Hayes, a spacious 4-bedroom, 3-bath home designed for families, friends, and pet-loving travelers. Soak in the coastal charm with light-filled...

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$504
avg per night
St. Augustine House
Sleeps 6, 3 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • WiFi

About this property

All New 3 Bedroom/4 Bath, 2700 Square Feet, Private Home just completed. Only a few steps down our Private Beach leads to a Key West Style Raw Bar and Restaurant on the sand.Please note : Our Home, road, beach etc was not damaged due to hurricane.15 Minutes South down A1A along the coast to Daytona...

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$257
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious condo is the perfect home base for your trip to Naples. Enjoy all the amenities of the Cypress Woods Country Club and a short drive to gorgeous, warm beaches. Naples boasts a lively downtown with lots of shopping, restaurants and beautifully maintained streets for strolls in the evening....

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Featured review

"Comfortable large codo."

This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when...

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$83
avg per night
Bonita Springs Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Hurricane Ian damaged the main floor and common elements. Repairs have been started and are expected to continue well into 2026. The condo itself suffered no damage thanks to strong structural integrity and new hurricane windows. Please check back in 2026 for future availability. Thank you.This elegantly...

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$250
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Absolutely beautiful monthly rental in highly sought after Holmes Beach on Anna Maria Island. If you are interested in dates blocked on the calendar, please message me. This 100% updated home has everything from a large heated pool, outdoor shower, lush mature landscaping, completely furnished inside...

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Featured review

"Awesome House"

WOW! I can not say enough about the wonderful stay we had. The house was beautiful and stocked with everything a family would need and the location is perfect. Short walk to beach and Pine St. restaurants...

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$370
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jacks

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...

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$117
avg per night
New Smyrna Beach Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool

About this property

Welcome to this beautifully renovated 2-bedroom, 2-bathroom condo located in the highly sought-after Chadham By the Sea community. Nestled on the peaceful no-drive beach, this oceanfront retreat offers sweeping direct views of the beach. An open-concept layout connects the living room, dining area, and...

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$117
avg per night
Cape San Blas Cottage
Sleeps 4, 2 bedrooms, 1 bathroom
11 reviews

Key Amenities

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

About this property

Whispering Pines of Cape San Blas is two private cottages spread over eight acres of beautiful, heavily forested Florida lowlands along the banks of Florida's pristine St. Joseph Bay, famous for its fishing and scalloping. This peninsula of sugar white sand juts out into the Gulf of Mexico, and is...

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Featured review

"Whispering Pines at Cape San Blas"

If you are looking for a secluded, quiet but close to the beach and shopping, you cannot go wrong with this cottage. Price was much cheaper than anything else we saw. Large living room and kitchen with...

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$131
avg per night
New
Panama City Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Emerald Isle Resort Unit 1308 ***This unit comes with FREE Beach Service that includes 2 beach chairs and 1 umbrella March-October!***This unit is under new management so do not let the lack of reviews keep you from booking. We are a local management company here in PCB and are often commended on...

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$272
avg per night
Panama City Beach Condo
Sleeps 6, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

This NON-SMOKING, one bedroom unit is in a family oriented resort. Sleeps six including bunks in hallway. King-size bed in bedroom and queen-size sleeper sofa. Two very large closets in the bedroom. Whirlpool tub in the bathroom. Spacious living areas including dinette. Large kitchen that is fully- equipped...

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$137
avg per night
Delray Beach Apartment
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • WiFi

About this property

Walk to everything, steps to the avenue. Beautiful downtown Delray Beach, Fl. The most popular downtown. beach on the east coast. The main street is lined with restaurants, bars, trendy shops, and crowds. Fun and excitement for every age. Only steps to the heart of all the action. No smokers, no pets,...

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$67
avg per night
Punta Gorda House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pool

About this property

QUINTESSENTIAL FURNISHED RENTAL IN SW FLORIDA* WATERFRONT WITH DOCK * HEATED POOL AND SPA * 2-BEDROOMS, 2-BATH WITH CARPORT * WATER VIEWS * TOTALLY UPDATED * NEWER APPLIANCES * TASTEFULLY FURNISHED * IDEALLY LOCATEDTurnkey Furnished Seasonal Rental in Punta Gorda Isles with Deeded Dock...

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$133
avg per night
Miramar Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Relax and enjoy! Welcome to 9H, located just steps from the beautiful Emerald Coast. Our updated 2-bedroom loft style end unit condo comfortably sleeps 6 guests. It offers the perfect beach getaway for families, couples or friends. The master bedroom boasts a very comfortable king bed, a flat screen...

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Featured review

"5 week stay"

Everything was exactly as shown. Well stocked, clean, everything in working order! Pool clean, heated. Easy walk to anything u could want. Beds comfy. Dwight friendly and ready to answer any questions....

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$229
avg per night
Fort Myers Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Fort Myers Beach and the Sanibel beaches

Key Amenities

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

About this property

Kelly Greens is an 18 hole golf course in a private gated community close to the Sanibel Beaches and Fort Myers beach. The 2nd Floor Condo is overlooking the 2nd Hole. Golf membership is transferable for a $400.00 fee payable to the Clubhouse. The club has clay Tennis courts, swimming pool, hot tub, fitness...

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$117
avg per night
Port Richey House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

HOLIDAY/ SEASONAL SALE $2625 + $195 =$2,,820 PER WEEK BOOKINGS FOR 2022 AND 2023 AVAILABLE. POOL HEATING INCLUDEDONE OF THE TOP VACATION RENTALS AROUND! BOOK NOW5

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Featured review

"Late March 2023"

A little smaller condo building which is nice, the building is well kept but a little older, our unit 106 was very nice and updated, tile flooring throughout. Great sunsets off the patio. Beach was clean,...

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$375
avg per night
Ponce Inlet Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
10 reviews

Key Amenities

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

About this property

Spectacular Oceanfront 3BR/3BA Corner Unit Right on the No-Drive BeachThe Unit This meticulously refurbished, second-floor end unit at Lighthouse Shores (Unit 206) offers a private, luxurious getaway in Ponce Inlet, Florida. The condo features new tile floors throughout the unit and breathtaking,...

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Featured review

"great location. owner very nice and helpful"

will visit again. very quite in late October and November . harry was delight to talk with. we liked the condo layout. the seating was a plus. appreciated having recliners.

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$168
avg per night
Kissimmee House
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...

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Featured review

"Very nice villa"

Had a 2 week stay at this very nice villa. Clean, comfortable and great pool area. Good locaction. We highly recommend.

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$122
avg per night
Special Offer
Miramar Beach Condo
Sleeps 8, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Beachaholic "My Addiction to the Sea!"To see a quote, scroll below to visit property website and enter your possible dates on the Destin Beach VIP calendar.From twinkling lights to shoreline nights—your holiday escape awaits. *Contact us today to ask about our off-season discounts!HIGHLIGHTS Beautiful...

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Featured review

"It fit our needs perfectly"

The Host Mary Clare was amazing during our entire stay. This unit had everything we needed for the eight day stay. We will return soon. Thanks Doug & Lora

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$384
avg per night
New
Special Offer
Bradenton Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 30 miles to Lido Beach

Key Amenities

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

About this property

Welcome to your resort-style escape in the prestigious Lakewood National Golf Club. This beautifully furnished two-bedroom, two-bathroom condo, located on the second floor, offers the perfect blend of comfort, luxury, and breathtaking golf course views.Step onto the private lanai and take in the peaceful...

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$77
avg per night
Redington Shores Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Come and enjoy our private family home, located directly on the Gulf of Mexico. Remodeled condo has a family room, dining room, washer /dryer and a full kitchen with granite counter tops, with beautiful views of the Gulf.You can also enjoy a panoramic view of the beach and bay from the open air rooftop,...

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Featured review

"You are REALLY going to love this place!"

I agree with VIcki W's review from last year. We almost don't want to share with anyone just how fantastic this place is. We want to make sure it is open for us to stay again. We have stayed at MANY places...

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$240
avg per night
Delray Beach House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Right downtown Delray Beach there is a Tropical Paradise, The Garden of Eden, peaceful and quiet, but only steps to Atlantic Ave, main street. This is where everyone wants to be. Total new restoration, light, bright and clean. Everything new. 2 br 2 bath. sleeps 4 with split bedrooms. Outside patio deck...

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Featured review

"Great Getaway!"

This is the perfect location to relax in a nice, quiet neighborhood that is within walking distance of Downtown Delray. It's filled with lots of restaurants, shopping and nightly entertainment. Everything...

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$93
avg per night
Boca Raton House
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 2 miles to Spanish River Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your perfect East Boca Raton retreat. This beautifully maintained 2-bedroom, 2-bathroom home offers comfort, privacy, and an unbeatable location just minutes from FAU, Mizner Park, the beach, shopping, and top local restaurants.At 777 square feet, the home is thoughtfully laid out to maximize...

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Featured review

"Definitely A Hidden Oasis"

This Beautiful Home is nestled in a lovely little neighborhood close to everything. Restaurants, shopping and Best of all Lauderdale by the Sea is a 5 minute drive over the Bridge. The pool and Sunroom...

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$184
avg per night
Naples House
Sleeps 8, 3 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 5 miles to Vanderbilt Beach & Wiggins Pass State Park

Key Amenities

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

About this property

This beautifully renovated home features first floor master with large soaking tub and double vanity, The open floor plan leads to the stunning oversized lanai and hot tub to watch the amazing sunsets and golf course views. The newly paved lanai has so much privacy with outdoor kitchen for entertaining....

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Featured review

"Great home. Owner made it a special place."

The home was immaculate. The owner did so many small things that made our stay special. The view of the course from the lania was awesome. The golf course was short, but tough. Overall a great experience.

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Venice Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
16 reviews

Distance to beach: 4 miles to Nokomis

Key Amenities

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

About this property

A stunning riverside villa with ultra high speed 1 Gigabyte WiFi internet and Ultra HD smart TV, private dock, heated pool, lanai and 2100 square feet of air conditioned living area which has recently been fully re-furnished and remodeled to a very high standard. (i.e. 'turnkey' with everything...

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Featured review

"Very Nice Stay!! Great owners!!"

Have rented multiple years in snowbird season. Highly recommend the home as is kept up VERY well and updated regularly by the owners. Easy access to main roads including I-75 and 41. Home is on a cul...

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$171
avg per night
Cape Coral Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Escape to Paradise in this beautifully appointed two bedroom, two bath waterfront condo with direct Gulf access! Located in a quiet and well maintained community. This 2nd floor unit offers everything you need for a relaxing and comfortable winter getaway. Enjoy gorgeous canal views from your private...

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New
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to the Kite House! A one of a kind Old Naples family compound just steps to The Gulf. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people at $77,500/month in season. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage....

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$1,283
avg per night
Panama City Beach Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Stunning and Amazing one -of-a-kind WATERFRONT fully furnished (ground floor) condo directly on the most beautiful calming lagoon water leading to the Gulf. This highly sought unit is beautifully decorated in creams, blues, and grays to inspire relaxation day or night. It has a reserved parking space...

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$73
avg per night
Key West House
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

A phrase the locals use quite often here in Key West is that we are "Living the Dream" - if you come and spend some time here you will see why! Steps away from the Key West Seaport and just a few blocks from world famous Duval Street this property is located on Eaton Street in Old Town Key...

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$500
avg per night
Key Colony Beach House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Reel Therapy, a beautifully updated three-bedroom, three-bathroom ground-level half duplex located on the tranquil side of 9th Street. The spacious bedrooms include a master suite with a king-size bed, a queen bed in the second bedroom, and two doubles in the third bedroom. Entertainment is...

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$371
avg per night
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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Daytona Beach Shores Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Blue Surf has a 30-day minimum rental period You may choose ANY 4-weeks, it does not have to be within the same month.Our oceanfront condo is our personal getaway and we are happy to offer it to you when we are not using it. We have furnished and equipped it to be comfortable and appealing. We are...

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Featured review

"Awesome vacation!"

The minute you walk in you feel at right at home. It is so welcoming! It is nicely decorated. You want for nothing. The master bedroom has a king size bed and bathroom. The quest room has two full size...

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$134
avg per night
Hallandale Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

*Available July 18 to November 30 2026* Beautiful 3 bedroom Direct Ocean beach condo, books quickly and often so don't wait. Upgraded kitchen with quartz countertops and lots of cabinets, new wine/coffee bar added, new dishwasher, 2 refrigerators, new sectional couch and 85 in TV. Wood flooring,...

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$265
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to paradise! This stylish, fully updated home with coastal décor boasts a spacious floor plan with fantastic views of the private heated swimming pool and the tropical backyard, and welcomes you to relax and enjoy all that gorgeous Naples has to offer! Crown Pointe is located only 7 minutes...

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$195
avg per night
Key West House
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 1 miles to Fort Zachery Taylor State Park

Key Amenities

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

About this property

924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy...

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Featured review

"Just Perfect"

Southard Comfort is perfectly appointed and comfortable. There is nothing I can suggest to improve the experience. The house is nicely decorated, the kitchen is completely outfitted, the location is great...

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$228
avg per night
Panama City Beach Condo
Sleeps 10, 3 bedrooms, 3 bathrooms
23 reviews

Key Amenities

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

About this property

Experience the ultimate beach getaway at this stunning corner condo at Tidewater Beach Resort! This 14th-floor retreat offers breathtaking Gulf-front views from a spacious wrap-around balcony. Spend your days sunbathing, relaxing, and soaking in the panoramic scenery.The resort boasts a wealth of...

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Featured review

"Great condo with beautiful views!"

Wonderful, roomy condo with beautiful views of the ocean. Convenient location to restaurants and shopping, including to Pier Park. Great place for families or group of friends to stay.

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$465
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Swallow Ave South Beach Entrance

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Marco Island 2 bedroom, 2 full bath condo. A 12 min walk to the South Beach Access or use the 4 adult bikes, beach chairs with shoulder straps, umbrella. Building has a pool, barbecue grilling area and community room. This second floor fully loaded condo has everything you need. Elevator. ..Contact Alan...

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$313
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful Fully Renovated Condo in Gated Emerald Lakes Community Spacious 3-bedroom, 2-bathroom corner unit available for annual lease starting 4/15/2026. This beautifully updated condo features an open-concept floor plan with an enclosed lanai that extends the living space — perfect for relaxing...

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Featured review

"Exceptional Condo and Owners"

We rented this condo for three months. It was beautiful and had every thing we needed. We have been seasonal renters for many years and this was at the top. We loved the location in North Naples. It was...

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$93
avg per night
Fort Myers Condo
Sleeps 5, 2 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Gated Quiet Community Discover the perfect blend of comfort and style in this beautifully updated 2-bedroom, 1-bathroom condo for rent in centrally located Fort Myers. Step into a modern oasis with sleek finishes and a fully equipped kitchen. This condo offers a cozy retreat while being just moments...

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$60
avg per night
Summerland Key House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Summer never ends in the Florida Keys! Endless Summer is located on Summerland Key in the very desirable Summerland Cove neighborhood. This is a two bedroom, two bathroom comfortable home with additional and very accommodating living space on the lower level.Upstairs is open concept living with a...

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$222
avg per night
Cape Coral House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

***Long-term annual option $ 3500 without utilities***Weekly rental rentals $1500Rose Garden Retreat | Luxury SW Single Family Cape Coral Pool Home with oversized lania, backyard, and private fenced in backyard! (:-Pet Friendly-:)Walk to Tarpon Point Marina, Westin & Waterfront DiningAvailable...

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$214
avg per night
Palm Coast House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A comfortable well designed home on a nicely landscaped private lot. Heated pool with large patio and adjoining Florida Room are great for your outdoor enjoyment. The interior consists of Master Bedroom, 2 additional Bedrooms, large Family Room, Dining Room, Kitchen and Breakfast Area. Bright open concept...

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$214
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.