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Start searching thousands of Florida vacation rentals by owner, spanning from the historic charm of St. Augustine to the tropical paradise of the Florida Keys. Our list includes beachfront condos, cozy cottages, and luxurious beach house villas. Located in sought-after destinations like Pensacola, Destin, Panama City Beach, Anna Maria Island, and everywhere in between, your dream Florida getaway awaits. Use the filters and start your search below.

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Featured

From/Per night^$314

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

Featured

From/Per night^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

Featured

From/Per night^$265

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Naples Vacation Rentals

3/BR 2/BA SLEEPS 5

From/Per night^$301

Beachfront condo on Siesta Key can't get much closer to the gulf!

Siesta Key Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$200

Turtle walk - 1st Floor -Next to 5 TOP EATS /BEACH

Longboat Key Vacation Rentals

1/BR 1/BA SLEEPS 4

From/Per night^$650

BEACH RETREAT WEST! Huge pool & hot tub! 6 bedrooms 6.5 bathrooms!

Destin Area Vacation Rentals

6/BR 6.5/BA SLEEPS 16

From/Per night^$500

Gorgeous House Largest Private Pool! Have Your Ultimate Beach Vacation Here!

Pensacola Beach Vacation Rentals

5/BR 5.5/BA SLEEPS 12

Highlighted

Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches

Last Minute!

From/Per night^$175

**Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches**

Anna Maria Vacation Rentals

4/BR 3/BA SLEEPS 12

Highlighted

Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach

Last Minute!

From/Per night^$428

**Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach**

Anna Maria Vacation Rentals

5/BR 5/BA SLEEPS 12

From/Per night^$249

Beachfront Condo on AMI

Holmes Beach Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$119

Free Golf & Activities! Ocean Ritz 3 BD w/ King Suite!

Panama City Beach Vacation Rentals

3/BR 3/BA SLEEPS 9

From/Per night^$119

Coastal Home STEPS to Beach, Pet & Family Friendly!

Port St. Joe Vacation Rentals

4/BR 2/BA SLEEPS 8

From/Per night^$200

7152 Drewrys Bluff Bradenton

Bradenton Vacation Rentals

3/BR 2/BA SLEEPS 6

From/Per night^$350

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$385

Welcome to Casa Del Sol, a Key West Vacation...

Key West Area Vacation Rentals

2/BR 2.5/BA SLEEPS 6

From/Per night^$98

Cozy Studio - Tudor Getaway Resort - Heated Pool

Cape Coral Vacation Rentals

1/BR 1/BA SLEEPS 2

From/Per night^$220

SeaDuction of Anna Maria Island

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$121

Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool

Cape Coral Vacation Rentals

1/BR 1/BA SLEEPS 4

From/Per night^$260

Nautilus Unit 2707

Fort Walton Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$350

Large Waterfront 4 balcony Key Largo Townhouse

Key Largo Vacation Rentals

3/BR 3/BA SLEEPS 8

From/Per night^$2071

Next availability May 24th 2025 -OCEANFRONT - 6 Bed/6.5 Bath PRIVATE 2 ACRE ESTATE | HEATED POOL | FISHING DOCK

Islamorada Vacation Rentals

6/BR 6.5/BA SLEEPS 14

From/Per night^$853

Fine and Sandy

Anna Maria Vacation Rentals

7/BR 7/BA SLEEPS 8

From/Per night^$170

Coconut Cloud Bungalo

Miramar Beach Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$125

OCEAN VILLA 1304 - HUGE BALCONY WITH 180° VIEW! - 2 La-Z-Boy Recliners - SAVE $25/NIGHT WITH A WEEKLY RENTAL

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 8

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Florida Rentals

Depending on the location vacation rentals in Florida may be minimum stay restrictions and preferred turnover days.

Hosts in off the beaten path locations often rent homes for nightly stays
Nightly rentals can be found more readily in the low season throughout Florida
Some hosts in busier cities may require 7 night min stays with check in's on Fridays or Saturdays.
Monthly and seasonal rentals can be found in cities that are restricted to 28 night stays.
Check information further below to help narrow down your search.

Where to Search for Monthly and Seasonal Florida Rentals?

Discover the perfect escape with our monthly and seasonal Florida rental locations, offering flexibility and comfort for extended stays. From the laid-back beaches of the Gulf Coast to the vibrant cities of Naples and the Florida Keys, we offer a diverse portfolio of properties spanning across the Sunshine State, catering to every preference and lifestyle. Whether you're seeking a winter retreat to soak up the sun or a summer getaway to explore the cultural delights of Florida's cities, our rental locations provide the ideal home base for your extended stay. With options ranging from beachfront condos and cozy cottages to spacious villas and urban apartments, you can immerse yourself in the beauty and excitement of Florida for as long as you desire.

Florida Rentals by Owner

Search All Florida Rentals By Owner

Florida Rentals

Popular Florida Rentals Searches

Where to Search for Monthly and Seasonal Florida Rentals?

Popular Monthly and Seasonal Locations

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Florida Vacation Rentals

Search All Florida Rentals By Owner

Direct Oceanfront - Heated Pool & Hot Tub

Casa Gucci - Anna Maria Island Vacation Rental

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Beachfront condo on Siesta Key can't get much closer to the gulf!

Turtle walk - 1st Floor -Next to 5 TOP EATS /BEACH

BEACH RETREAT WEST! Huge pool & hot tub! 6 bedrooms 6.5 bathrooms!

Gorgeous House Largest Private Pool! Have Your Ultimate Beach Vacation Here!

Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches

Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach

Beachfront Condo on AMI

Free Golf & Activities! Ocean Ritz 3 BD w/ King Suite!

Coastal Home STEPS to Beach, Pet & Family Friendly!

7152 Drewrys Bluff Bradenton

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

Welcome to Casa Del Sol, a Key West Vacation...

Cozy Studio - Tudor Getaway Resort - Heated Pool

SeaDuction of Anna Maria Island

Lemon Tree Apt 1 Tudor Getaway Resort- Heated Pool

Nautilus Unit 2707

Large Waterfront 4 balcony Key Largo Townhouse

Next availability May 24th 2025 -OCEANFRONT - 6 Bed/6.5 Bath PRIVATE 2 ACRE ESTATE | HEATED POOL | FISHING DOCK

Fine and Sandy

Coconut Cloud Bungalo

OCEAN VILLA 1304 - HUGE BALCONY WITH 180° VIEW! - 2 La-Z-Boy Recliners - SAVE $25/NIGHT WITH A WEEKLY RENTAL

Right in the middle of Seacrest Beach! Wonderful Studio Condo!

Downtown Delray Beach home near beach, restaurants and everything within walking distance

Sugar & Salt - 6Bedrooms, Villages of Crystal Beach Sleeps 16! Lagoon Pool

Snowbird Availability! Two Bedroom+Bunk Room!

Come and enjoy a beachfront condo on the white sands of the Gulf!

Lauderdale By The Sea Area Condo - Walk to Beach & Shops!

Villa Vittoria - Destin Gulf Front

TRADEWINDS Premium Beach Location & Gulf View - 11th Floor Renovated Condo

The Apollo Marco Island

Surfside 502 - Beachfront 2 BR 2 BA with Private Balcony

Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!

Amazing views and beautiful home- Villa Caroline

Seahorse Villa 2 by PMI

Pirates Cove PCB On The Beach Unit 106, Panama City Beach , Florida Vacation Rental by Owner

Oceanfront Paradise with Breathtaking Views – Newly Renovated for 2025! 2BR 2BA Condo at LONG BEACH/Panama City Beach! Tower 4, 1203 with beach chairs

Villa Starfish

CALYPSO DOLPHIN 3-305 FREE BEACH SETUPS!

Ocean View Condo at The Beach Cottage, #1513, Indian Shores

PUTTING GREEN. DISC GOLF. SHUFFLEBOARD. HTD POOL. KIDS THEMED BUNK ROOM. CHAIR LIFT

30A Bliss Hot Tub, 3 King Beds, Bikes & Golf Cart

Sea Grape Escape

MILLION DOLLAR VIEW END UNIT - SUMMERHOUSE, Panama City Beach , Florida Vacation Rental by Owner

Emerald Grande On The Harbor Walk Destin Fl

Best Deal on Amelia Island $2200/wk Special- Sea Castles #4 Longer Stays Welcome- Pet Friendly

Laketown Wharf 3BR - Beach Access - Stunning Balcony

My Margarita Time-Best Dadgum Beach House in Destin. Can be booked as 4,5,or 7 bedroom & bath

OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK

Sunny Isles - Ocean Reserve building - 3 bedroom / 2 bathroom - Sleeps 10

Sunshine and relaxation by Lauderdale by the Sea

Downtown Bonita Springs - The Bella Luxury Living - BRAND NEW!

Seaside Inn

Key Largo Ocean Front / Marina Front Condominium

$99/Nt ~ Jan 3-24 ~ Only 4 Doors to the Beach! Cute and Clean!

**Licensed **Totally Remodeled (2020Oceanfront Townhome with ocean views

Montego Bay

Your own private resort - Mockingbird Pointe - Waterfront, pool and dockage

Stormalong Bay

Fully Renovated, 200 feet from Beach Access, Ocean views, and Pet Friendly

Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches

Beachfront Studio Retreat on Anna Maria Island

Blue Marlin

EMERALD OASIS - NEW BUILD

Stunning Gulf Front ~ 3BR 2BA Elegance ~ 2 King Mstrs. Beach service included!

Starfish

Elevator! Spacious Luxury Home Heated Pool & Spa. 3 min walk to Beach!! 3-7 nt stays

Best Marathon House Rental with Heated Pool and Spa, Boat Dock and Ice Maker - Min 7 Nights

Alecassandra Vacation Villas - Family Reunion Location, Villa 4 & 5, 4BR, 4BA, Sleeps 12

Fort Lauderdale 4B/BA Family Oasis With Pool

Avalon

Villas A5 - Beachfront 3 BR 2 BA with Private Balcony

SO CLOSE, YOUR TOES ARE ALMOST IN THE SAND!! BOOK EARLY!! PREMIER HOST!

Cozy BeachFront Condo w/Balcony Gulf Views!

Vitamin Sea! Private Pool!

Lower Floor Condo

**Nov/Dec Deals from $175/nt* - Htd Pool Hot Tub Waterfront Dock Ping Pong Outdoor Bar Backyard Beach Walk to Beaches**

**Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach**

Licensed Totally Remodeled (2020Oceanfront Townhome with ocean views

**Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches**