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Vacation Rentals

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Beautiful 4-BR, Very Close to Gulf Beach, LARGE Heated Pool
From $350 /Night
House
Anna Maria Island > Anna Maria
Siesta Key with private beach with complimentary lounges and umbrellas!
Condo
South West FL > Siesta Key
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
From $130 /Night
Condo
South West FL > Anna Maria Island
White Sands Resort - Weekly - Naples vacation rentals
From $129 /Night
Condo
South West FL > Naples
Riverwalk Historic Downtown Bradenton
From $2,300 /Month
Condo
South West FL > Bradenton
Villa Sanibel Shell in Cape Coral
From $253 /Night
Villa
South West FL > Cape Coral
Gorgeous AMI Villa with private pool & just steps to the beach!
From $250 /Night
Villa
Anna Maria Island > Holmes Beach
Beachfront -Direct ocean view - Apollo 306
From $119 /Night
Condo
South West FL > Marco Island
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
From $480 /Night
House
Anna Maria Island > Anna Maria
Beachfront condo on Siesta Key
From $1,115 /Week
Condo
South West FL > Siesta Key
Edge of Paradise at Margaritaville - 5 Night Min
From $170 /Night
Condo
South West FL > Anna Maria Island
Absolute Anna Maria - Anna Maria Island Vacation Rentals
From $131 /Night
Condo
South West FL > Anna Maria Island
Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt
From $112 /Night
House
South West FL > Port Charlotte
Beautiful Park Shore Beach on the Gulf of Mexico
From $8,000 /Month
Condo
South West FL > Naples
GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS
From $6,000 /Month
Condo
South West FL > Naples
Oceanfront Luxury - Amelia Island Florida Beachfront Condo Rental
From $395 /Night
Condo
Northeast FL > Amelia Island
AMI Waterfront Bradenton Beach Condo w Pool!
From $890 /Week
Condo
Anna Maria Island > Bradenton Beach
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
From $300 /Night
House
Anna Maria Island > Anna Maria
Daytona's BEST FAMILY FUN BEACH VACATION DEAL! Only 1 Block walk to the BEACH!
From $198 /Night
House
East Central FL > Daytona Beach
CCVS - The Villa Starfish Lake is located on the same lake 'Starfish Lake' in Cape Coral
From $121 /Night
House
South West FL > Cape Coral
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
From $100 /Night
Condo
Anna Maria Island > Holmes Beach
Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!
From $486 /Night
House
Islamorada Area > Islamorada
Cozy Cabana West - Anna Maria Island Vacation Rentals
From $170 /Night
Villa
Anna Maria Island > Holmes Beach
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
From $1,799 /Week
House
Anna Maria Island > Anna Maria
Sirenia Beach House - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
From $1,799 /Week
House
Anna Maria Island > Anna Maria
Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
From $1,999 /Week
House
Anna Maria Island > Anna Maria
Blue Turtle Cottage Anna Maria Island Available for January Dates!
From $299 /Night
House
Anna Maria Island > Holmes Beach
Gorgeous AMI Villa with private pool & just steps to the beach!
Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 8
Welcome to AMI Villa! When you come to Anna Maria Island, make this charming Mediterranean 3 bed & 3 bath villa with a private pool your home away from home!
ID#: 2114
From $250 /Night

2 Reviews
AMI Waterfront Bradenton Beach Condo w Pool!
AMI Waterfront Bradenton Beach Condo w Pool!
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Watch sunrise over the bay, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals
ID#: 1321
From $890 /Week

21 Reviews
22 North End Beach House near Bean Point Beach!!
22 North End Beach House near Bean Point Beach!!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 2 , Sleeps: 4
Located on the desirable North end of Anna Maria Island just steps away from the famous Bean Point Beach, Rod N Reel Pier and Bayfront Park!
ID#: 2065
From $269 /Night

10 Reviews
Secluded Bungalow on Historic Pine Ave
Secluded Bungalow on Historic Pine Ave
South West FL > Anna Maria Island > Anna Maria
Bungalow , Bedroom(s): 2 , Sleeps: 4
Secluded Location on Anna Maria Islands' North End! Tucked away along Anna Maria Island's historic Pine Avenue
ID#: 2066
From $147 /Night

11 Reviews
Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated Jetted Pool
Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated Jetted Pool
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
SURF’S UP has been completely and lovingly renovated from top to bottom and is gorgeously decorated!
ID#: 2062
From $291 /Night

11 Reviews
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
South West FL > Bradenton
House , Bedroom(s): 3 , Sleeps: 6
Great Canal Front Views, Huge Screened in Pool and Spa, Private Boat Dock and Only 3 miles to Anna Maria Island Beaches!!
ID#: 1145
From $160 /Night

7 Reviews
North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area
North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 4
Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area
ID#: 2064
From $291 /Night

10 Reviews
Island Living, Within Walking Distance To Beach Restaraunts Shops Parks Marina
Island Living, Within Walking Distance To Beach Restaraunts Shops Parks Marina
East Central FL > Vero Beach
House , Bedroom(s): 3 , Sleeps: 6
House, 3 Bedrooms, 2.5 Baths (Sleeps 6)
ID#: 1330
From $400 /Night

10 Reviews
One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!
One-of-a-Kind 33 Luxury Beach House on the desirable North End of Anna Maria!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Come relax and enjoy this stunning retreat with a modern, clean beach style ambiance. The white sandy beaches of Bean Point are only a 5 minute stroll away!
ID#: 2063
From $448 /Night

10 Reviews
❤️ Enjoy Relaxing with Peaceful Lake Views ❤️
OFFER
❤️ Enjoy Relaxing with Peaceful Lake Views ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 3 , Sleeps: 8
3 Bedroom, 3 Bathroom home loaded with amenities, peaceful lake view, restaurants within walking distance and easy access to all theme parks..
ID#: 89
From $1,295 /Week

21 Reviews

OFFER Disney Planning Guide & Premium Touring Plans FREE with every reservation

Special offer period: Jan 11, 2021 - Mar 26, 2021

Penthouse Condo in One Particular Harbour Near Anna Maria Island Marina Access
OFFER
Penthouse Condo in One Particular Harbour Near Anna Maria Island Marina Access
South West FL > Bradenton
Condo , Bedroom(s): 2 , Sleeps: 5
2 BR / 2 BA Penthouse Sleeps 5 - 1.6 Miles from Anna Maria Island Beaches
ID#: 2106
From $150 /Night

10 Reviews
❤️ Upscale Comfort with Private Pool & Hot Tub ❤️
OFFER
❤️ Upscale Comfort with Private Pool & Hot Tub ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 5 , Sleeps: 12
Terrific location right on Disney's doorstep, Animal Kingdom just 4 miles! Super family friendly, loaded with extras and upgrades. 100% 4 & 5 star review record
ID#: 78
From $350 /Night

71 Reviews

OFFER Disney Planning Guide & Premium Touring Plans FREE with every reservation

Special offer period: Jan 14, 2021 - Apr 30, 2021

❤️ Cozy Haven Minutes to Disney ❤️ Resort Amenities ❤️
OFFER
❤️ Cozy Haven Minutes to Disney ❤️ Resort Amenities ❤️
Central FL, Orlando Area, Disney > Kissimmee
House , Bedroom(s): 3 , Sleeps: 7
3 bedrooms 2 bathrooms, 2 living areas, private sun deck in a peaceful gated community just 5 miles to Disney. Lots of upgrades.
ID#: 90
From $185 /Night

18 Reviews

OFFER Disney Planning Guide & Premium Touring Plans FREE with every reservation

Special offer period: Feb 27, 2021 - Apr 30, 2021

SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS - SEE REVIEWS
OFFER
SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS - SEE REVIEWS
South West FL > Anna Maria Island > Bradenton Beach
Townhouse , Bedroom(s): 4 , Sleeps: 10
4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!
ID#: 151
From $2,100 /Week

108 Reviews
Disavillatee: Accessible Orlando Dream Home with Private Pool
Disavillatee: Accessible Orlando Dream Home with Private Pool
Central FL, Orlando Area, Disney > Davenport
House , Bedroom(s): 5 , Sleeps: 10
A 5-Star Luxury Accessible Villa with a Secluded Setting in Highlands Reserve Golf Community — Close to Walt Disney World, Orlando!
ID#: 1959
From $200 /Night

0 Reviews
Newly Remodeled 3bed2bath Cottage - No Streets to Cross to Beautiful Beaches
Newly Remodeled 3bed2bath Cottage - No Streets to Cross to Beautiful Beaches
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 3 , Sleeps: 6
Anna Maria Aloha is a completely remodeled 3 bedroom 2 bathroom Cottage steps to the beach with no streets to cross!
ID#: 2067
From $208 /Night

11 Reviews
Beach Cottage only steps to the white sandy beaches of Anna Maria Island!
Beach Cottage only steps to the white sandy beaches of Anna Maria Island!
South West FL > Anna Maria Island > Anna Maria
Cottage , Bedroom(s): 2 , Sleeps: 6
Beach Basket is a vintage 1920's cottage located on Oak Ave which dead ends to the white sandy beaches and emerald waters of Anna Maria Island!
ID#: 2069
From $269 /Night

10 Reviews
New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen
New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Luxury Custom Home on Desirable North End of Anna Maria Island w/Outdoor Kitchen and Heated Pool!! North End Escape is a 2,300 sq. ft.
ID#: 2061

10 Reviews
Orlando Disney Florida Vacation rental - From $119 nt - heated pool & jacuzzi
OFFER
Orlando Disney Florida Vacation rental - From $119 nt - heated pool & jacuzzi
Central FL, Orlando Area, Disney > Kissimmee
Villa , Bedroom(s): 4 , Sleeps: 8
Private 4 Bedroom /3 bath villa only 3 miles to disney with heated pool/jacuzzi/gameroom/free wifi and phone use and much mre
ID#: 1532
From $119 /Night

0 Reviews

OFFER $115.00/nt.

Special offer period: Apr 19, 2020 - Apr 20, 2022

5* FLARBO Award Winner - Historic Florida Cottage 150 yards to private beach 3 bed 3 bath
5* FLARBO Award Winner - Historic Florida Cottage 150 yards to private beach 3 bed 3 bath
North West FL > Destin Area > Scenic Gulf Drive Central East
Cottage , Bedroom(s): 3 , Sleeps: 11
3 bed 3 bath clapboard cottage in glorious Frangista Beach Single storey single family home, with glorious south facing front porch.
ID#: 73
From $170 /Night

9 Reviews
Sand Trap- 4 bedroomheated poolElevator
Sand Trap- 4 bedroomheated poolElevator
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Watch the dolphins play in your backyard...Sweeping views of the ocean, Skyway Bridge, Fort Desoto and Egmont Key Preserve. Heated Pool and Spa
ID#: 80
From $800 /Night

20 Reviews
DAYTONA BEACH - SEA ORCHID BEACH HOUSE 3BR 2BA - 100 YDS TO BEACH
DAYTONA BEACH - SEA ORCHID BEACH HOUSE 3BR 2BA - 100 YDS TO BEACH
East Central FL > Daytona Beach
Townhouse , Bedroom(s): 3 , Sleeps: 10
100 yards from front door to beach! Tranquil, spacious 3 BR 2 BA home with open floor plan - Turnkey! Totally updated with beautiful furnishings and decor.
ID#: 77
From $150 /Night

6 Reviews
Diamond on the Emerald Coast*2bd2bth*Ocean Front ~dog friendly~
Diamond on the Emerald Coast*2bd2bth*Ocean Front ~dog friendly~
North West FL > Panama City Beach Area
Condo , Bedroom(s): 2 , Sleeps: 7
Ocean front, 2 Bed, 2 Bath, dog friendly, VIP parking under the building and ground floor storage room with beach chairs, umbrella, cooler and other items.
ID#: 253
From $862 /Week

10 Reviews
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
Dans Florida Condos - 1 bedroom 1 bath (Private Beach Access across the street; free WIFI)
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
This updated 1 bedroom 1 bath condo is located at Bradenton Beach on Anna Maria Island, directly off Gulf Drive.
ID#: 92
From $900 /Week

50 Reviews
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
OFFER
Tradewinds Resort Cottage Rental - 1 bedroom-sleeps 4 -pet friendly
South West FL > Anna Maria Island > Bradenton Beach
Cottage , Bedroom(s): 1 , Sleeps: 4
Welcome to paradise.....This cottage is within a small resort, just steps from a beautiful private gulf beach. Heated pool and fishing dock on the bay...
ID#: 1316
From $165 /Night

2 Reviews

OFFER 3rd night Free with Sun, Mon, Tues check-in 4th night free with any day check in (holidays excluded)

Special offer period: Apr 15, 2020 - Jan 31, 2021

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