Holmes Beach Rentals
From $300 per night (USD)HomeAway
BEAUTIFUL 6 BEDROOM! SHORT WALK TO BEACH!! HEATED POOL SPA AND WATER SLIDE!!! BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a new luxury island tropical home with 6 bedroo ...
From $300 per night (USD)HomeAway
From $250 per night (USD)VRBO
Sunnyside of the Beach- A beautiful home on a tranquil street!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
If you are looking to enjoy Anna Maria Island in a beautiful home, look no further than "Sunny Side of the Beach" on 66t ...
From $250 per night (USD)VRBO
From $186 per night (USD)HomeAway
BOOK YOUR 2020 STAY TODAY!!! ADORABLE BEACH HOUSE IN THE CENTER OF ANNA MARIA ISLAND WITH PRIVATE HEATED POOL! LOCATED DIRECTLY ACROSS FROM WATER ACCESS TO LAUNCH A BOAT OR KAYAK. LOW RATES AND FLEXIBLE CHECK IN DATES!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sangria Sunset 225 S Harbor Drive Holmes Beach, FL 34217 Welcome to Sangria Sunset! You will fall in love with this c ...
From $186 per night (USD)HomeAway
From $105 per night (USD)VRBO
SPEND WINTER AT THE BEACH!! ADORABLE WITH BRAND NEW PRIVATE HEATED POOL AND GREAT RATES!! BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sea AMI 427 62nd Street Holmes Beach , FL 34217 At a Glance Located on a quiet residential street in central Holmes Bea ...
From $105 per night (USD)VRBO
From $214 per night (USD)HomeAway
WEST OF GULF DR, STEPS TO THE CRYTAL BLUE GULF OF MEXICO!!!! BEAUTIFUL 3 BEDROOM WITH A PRIVATE HEATED POOL! BOOK YOUR 2020 STAY TODAY!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
AT A GLANCE Beautiful 3-bedroom 3 bath homes West of Gulf Drive, a short stroll to the beach Gorgeous private heated wit ...
From $214 per night (USD)HomeAway
From $300 per night (USD)VRBO
Fantastic house just steps from the beach! Free Wifi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Anna Maria Island's dreamy home with a private, heated pool/spa is just a moment's walk to a sugary white sand beach wit ...
From $300 per night (USD)VRBO
From $185 per night (USD)HomeAway
Cuddlefish Cove- Beach retreat on Marina Drive.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cuddlefish Cove Your flip flops have found a new retreat by the beach! Stay for a week or a month at this dazzling Key W ...
From $185 per night (USD)HomeAway
From $113 per night (USD)VRBO
A HIDDEN GEM AND PERFECT LOCATION! FINE DINING RESTAURANTS, LOCAL SHOPS, & CITY PIER ARE ONLY A SHORT DISTANCE AWAY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMI HIDEAWAY is brand new addition to the rental market so book your trip now! Newly renovated with lots of updates! Per ...
From $113 per night (USD)VRBO
From $143 per night (USD)HomeAway
NEWLY RENOVATED!! GREAT RATES AND FANTASTIC LOCATION IN THE HEART OF HOLMES BEACH!! WALK TO SHOPPING, RESTAURANTS AND THE BEACH FROM THIS NEWLY UPDATED CONDO!! BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
AT A GLANCE North Beach Village Holmes Beach Newly renovated townhouse 3 Bedrooms and 2.5 bathrooms Community Swimming ...
From $143 per night (USD)HomeAway
From $164 per night (USD)VRBO
WATERFRONT POOL & SPA WITH BOAT DOCK!! BOOK YOUR 2020 STAY TODAY! DON'T MISS OUT ON THIS ONE!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
KRD 680 Key Royale Drive Holmes Beach, FL 34217 Completely remodeled home with private pool and spa. Brand new furnit ...
From $164 per night (USD)VRBO
From $629 per night (USD)HomeAway
LIMEFISH - Stunning Gulf frontage. Secluded private pool. Direct beach and sunset views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
LIMEFISH - Stunning Gulf frontage. Secluded private pool. Direct beach and sunset views Beautiful décor. Landscaped ga ...
From $629 per night (USD)HomeAway
From $115 per night (USD)VRBO
Dally- Pool home 1/2 block from the Gulf (pet friendly) Rent 2 or 4 bedrooms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Dilly Dally by the Sea. Each unit is a two bedroom one bath unit. Both can be rented together to co ...
From $115 per night (USD)VRBO
From $75 per night (USD)HomeAway
PERFECT MONTHLY ISLAND GETAWAY... AWAITS YOU ON ANNA MARIA!! BEAUTIFUL BAY VIEWS FROM THE FLORIDA ROOM! DON'T MISS OUT!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
At a Glance Newly redecorated condo located on the northeastern Bayfront of Anna Maria Island Now taking weekly renta ...
From $75 per night (USD)HomeAway
From $165 per night (USD)VRBO
Newly renovated beachfront beauty.
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
Come soak in the picturesque gulf views of Anna Maria Island at this newly renovated, contemporary beach condo! This 1 b ...
From $165 per night (USD)VRBO
From $200 per night (USD)HomeAway
Centrally located pool home.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 bed 2 bath island oasis will take you back to the days of old Florida charm, but in a modern and well appointed s ...
From $200 per night (USD)HomeAway
From $150 per night (USD)VRBO
NEWLY LOWERED RATES AND FLEXIBLE CHECK-IN DATES!! STEPS TO THE GULF OF MEXICO WITH A POOL! CALL FOR DETAILS! ADORABLE 2 BEDROOM UNIT. BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully maintained island property is located less than 100 steps from the amazing white sand beaches and turqu ...
From $150 per night (USD)VRBO
From $150 per night (USD)HomeAway
AM I Dreaming- Family house 1 block form the gulf!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $150 per night (USD)HomeAway
From $157 per night (USD)VRBO
QUIET MONTHLY BEACH RETREAT WITH HEATED PRIVATE HEATED POOL! FALL MONTHS STILL AVAILABLE!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your search has ended for the perfect beach getaway! This 3 bedroom, 2 bath on Holmes Beach is set in a quiet neighborho ...
From $157 per night (USD)VRBO
From $165 per night (USD)HomeAway
Completely renovated beachfront condo.
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 2
Gulf front Condo, 1 Bedroom + Convertible bed(s), 1-1/2 Bath, (Sleeps 2-4) Island Time 104 at Seaside Beach House is a ...
From $165 per night (USD)HomeAway
From $100 per night (USD)VRBO
LOW FALL RATES STILL AVAILABLE AND FLEXIBLE CHECK-IN DAYS! SHORT STAYS ALLOWED AND A SHORT WALK TO THE BEACH!! BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
LAZY LIVIN at its finest! This 2 bedroom, 1 bath corner unit condo on Bradenton Beach is in a prime location JUST STEPS ...
From $100 per night (USD)VRBO
From $414 per night (USD)HomeAway
Breathtaking, panoramic Bay Views. Exceptionally spacious. Private pool in luscious gardens.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
HONEYFISH - Breathtaking, panoramic Bay Views. Exceptionally spacious. Private pool in luscious gardens. Beautiful déc ...
From $414 per night (USD)HomeAway
From $200 per night (USD)VRBO
Summer Wind- An island getaway in the perfect location. Free Wifi
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Experience all the best elements of the perfect Island vacation in this well appointed rental home. It is located just a ...
From $200 per night (USD)VRBO
From $385 per night (USD)HomeAway
Anapauo Beachhouse- Million dollar views of Tampa Bay!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Across the street from the turquoise waters and sugar white beaches of Tampa Bay, this beautiful and completely renovate ...
From $385 per night (USD)HomeAway
From $130 per night (USD)VRBO
NEWLY LOWERED RATES AND FLEXIBLE CHECK-IN DATES!! STEPS TO THE GULF OF MEXICO WITH A POOL! CALL FOR DETAILS! ADORABLE 2 BEDROOM UNIT BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This very special island retreat has been recently updated and thoughtfully furnished to maximize your comfort. Beach Pl ...
From $130 per night (USD)VRBO
From $220 per night (USD)HomeAway
Gorgeously decorated, steps to the sand. Free Wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your dream vacation awaits you at My Buoy Blue! On a quiet street and only one block from the beach, this stunning vaca ...
From $220 per night (USD)HomeAway
From $225 per night (USD)VRBO
BOOK YOUR 2020 STAY TODAY! ADORABLE ELEVATED PRIVATE HOME WITH NEWLY BUILT POOL AND A SHORT WALK TO THE BEACH LOCATED IN ANNA MARIA! GREAT RATES! DON'T MISS OUT ON THE AMAZING SUNSETS!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A Change in Latitude 403 Alamanda Rd Anna Maria, FL 34216 A Change in Latitude is a beautiful newly updated 3 bedroom a ...
From $225 per night (USD)VRBO
From $170 per night (USD)HomeAway
Shell Cottage- Florida style home close to beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you enjoy salt air and sea breezes, morning coffee on your patio, walking miles and miles of white sandy beach and sw ...
From $170 per night (USD)HomeAway
From $215 per night (USD)VRBO
Coconut Lagoon- Newly renovated home with old Floriada appeal.
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
“Coconut Lagoon ” is an adorable historic 1914 cottage with a large tropical backyard, pool cabana,heated pool, lush tro ...
From $215 per night (USD)VRBO
From $250 per night (USD)HomeAway
Kingfish- North end family home on canal! Free Wifi
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
You want WARMTH –You want SUN – You NEED BEACH – KINGFISH is just the thing! Escape to one of Anna Maria Island’s most ...
From $250 per night (USD)HomeAway
From $100 per night (USD)VRBO
REDUCED RATES! ADORABLE AND NEWLY UPDATED COZY COTTAGE IN THE HEART OF HOLMES BEACH! STEPS TO THE BEACH AND THE PERFECT GETAWAY SPOT!! NEWLY UPDATED! BOOK YOUR 2020 STAY TODAY!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
At a Glance charming 1 bedroom, 1 bath cottage located in Holmes Beach Short under a minute walk to the beach Ground le ...
From $100 per night (USD)VRBO
From $600 per night (USD)HomeAway
Spacious, luxury, canal front pool home in the center of Anna Maria city.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make your next vacation one that you'll never forget by booking La Grande Maison. You will find plenty of room for the e ...
From $600 per night (USD)HomeAway
From $400 per night (USD)VRBO
Split house, one block from Pine Ave and a short walk to Tampa Bay and Gulf beaches.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The Jersey Girl House and Cottage is a stunning property that will not disappoint. With 3 bedrooms and 2 baths in the ma ...
From $400 per night (USD)VRBO
From $250 per night (USD)HomeAway
Dream Catcher- Key West style beach house on North end.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live out your dream of a tropical paradise at our Key West style beach house on the North end of Anna Maria. Start your ...
From $250 per night (USD)HomeAway
From $304 per night (USD)VRBO
Partial Gulf views. Beach block. Free Wifi
- Bedrooms:
- 5.5
- Bathrooms:
- 5
- Sleeps:
- 10
If you are hoping to stay on the perfect Old Florida island in the perfect beach home, you have found your destination a ...
From $304 per night (USD)VRBO
From $290 per night (USD)HomeAway
Conch Shell- A cozy family home nestled between Pine ave. and the gulf beaches!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
If you are looking for a great location to enjoy all the Anna Maria Island has to offer, then Conch Shell is the place f ...
From $290 per night (USD)HomeAway
From $258 per night (USD)VRBO
STUNNING SUNSET VIEWS FROMTHE ROOF TOP DECK-LOCATED 2 HOUSES FROM THE BEACH!! BOOK YOUR 2020 STAY TODAY! DON'T MISS OUT ON THIS BEAUTY!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaids Tale is a gorgeous home that features 3 bedrooms and 3 bathrooms. You will absolutely fall in love with its loc ...
From $258 per night (USD)VRBO
From $336 per night (USD)HomeAway
A Stunning Southern style large family home, minutes from Tampa Bay & City Pier Free Wifi
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Lemonfish! Lemonfish is far too pleasant to be reserved only for a week. With the feel of an adult, upscale, ...
From $336 per night (USD)HomeAway
From $175 per night (USD)VRBO
Chillifish- Peaceful Floridian home. Great location
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You can’t imagine anyone not falling in love with the exquisite "Chillifish" - a peaceful gem, decorated with the utmost ...
From $175 per night (USD)VRBO
From $140 per night (USD)HomeAway
Pure Bliss- North End cottage with modern amenities.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, 2 bathroom home certainly lives up to its name. This sweet cottage is as adorable at is it comfortable. ...
From $140 per night (USD)HomeAway
From $325 per night (USD)VRBO
Silver Surf- A stunning family home 2 blocks from the beach. Free Wifi
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The minute you walk in the front door at Silver Surf you'll be convinced that you're about to experience the very best o ...
From $325 per night (USD)VRBO
From $325 per night (USD)HomeAway
Aloha Beaches: oversized pool and awesome location 1 block to Pine ave.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Aloha Beaches is the ideal vacation rental to spread out and relax. This unique property has a main house and a guest ho ...
From $325 per night (USD)HomeAway
From $125 per night (USD)VRBO
Location, Location, Location. North end condo on Pine Ave.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This newly renovated 2 bedroom coastal condo has everything you need for a relaxing beach vacation. Tucked back off of b ...
From $125 per night (USD)VRBO
From $225 per night (USD)HomeAway
Bring your family, leave your worries. Free Wifi
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome home! There is plenty of space to crawl up and relax with a book or take in a TV show on one of the many flat sc ...
From $225 per night (USD)HomeAway
From $145 per night (USD)VRBO
BOOK NOW FOR CHRISTMAS AND SPRING 2020!! COZY FLORIDA BUNGALOW IN THE HEART OF ANNA MARIA!!! GREAT RATES!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spring Avenue Bungalow 412 Spring Avenue Anna Maria, FL 34216 Greetings from Anna Maria Island. We are Barry and Trici ...
From $145 per night (USD)VRBO
From $375 per night (USD)HomeAway
Belle Vue- Relax on your porch and take in the views of the gulf. Free wifi
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Kick off your shoes and promise yourself not to put them on again. Take off your watch and tell time by the location of ...
From $375 per night (USD)HomeAway
From $500 per night (USD)VRBO
Beach Haven- Premier property on North End
- Bedrooms:
- 3.5
- Bathrooms:
- 5
- Sleeps:
- 8
Make your next vacation one that you'll never forget by booking Beach Haven. There's room for the whole family in this s ...
From $500 per night (USD)VRBO
From $175 per night (USD)HomeAway
Canal front pool home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking to escape to a beautiful tropical oasis? This is the place for you! located on the North end of Anna Maria Islan ...
From $175 per night (USD)HomeAway
From $200 per night (USD)VRBO
Tides Inn- Family home with tropical pool area.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for an awesome getaway on Anna Maria Island? Look no further than Tides Inn. Located just blocks from the beaut ...
From $200 per night (USD)VRBO
From $129 per night (USD)HomeAway
ADORABLE CONDO AND A SHORT WALK TO THE BEACH, LOCAL SHOPS AND RESTAURANTS!! BOOK YOUR 2020 STAY TODAY! RIGHT IN THE MIDDLE OF EVERYTHING!!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Riva is centrally located in Holmes Beach near the beautiful beaches of Anna Maria Island. The sand will brush away ...
From $129 per night (USD)HomeAway
From $250 per night (USD)VRBO
Large pet friendly home. Walking distance to beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to the beachside vacation you’ve been dreaming of with this relaxing and dog-friendly Anna Maria vacation ...
From $250 per night (USD)VRBO
From $575 per night (USD)HomeAway
Completely remodeled beachfront home.
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
Direct Beachfront home completely remodeled in 2018 (brand new heated beachside pool and spa, kitchen, bathrooms, furnit ...
From $575 per night (USD)HomeAway
From $250 per night (USD)VRBO
Starfish Outlook- 180 degree views of Heavenly Tampa Bay!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This nearly-new jewel of a house sits on the coveted North end of the island, a block South of the fishing pier, steps a ...
From $250 per night (USD)VRBO
From $115 per night (USD)HomeAway
3/14 - 3/21 Reduced 35%! Charming Bungalow Located 5-7 Minutes from Gulf Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Peacock Way is a ground level island bungalow that is tucked away on a quiet residential street, only a 5-7 minute walk ...
From $115 per night (USD)HomeAway
From $400 per night (USD)VRBO
Poseidon's Palace:Amazing w/Heated Pool, HotTub, RoofTop Deck, Block to Beach
- Bedrooms:
- 7.5
- Bathrooms:
- 8
- Sleeps:
- 16
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $400 per night (USD)VRBO
From $275 per night (USD)HomeAway
Sea Oats:Tropical Heated Pool, Hot Tub,Short Walk to Beach,Elevator,Ping-Pong
- Bedrooms:
- 6.5
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)HomeAway
From $220 per night (USD)VRBO
Bimini Bay: Private Heated Pool in Awesome Setting, North End, Close to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $220 per night (USD)VRBO
From $250 per night (USD)HomeAway
Private Intra-Coastal front home with sprawling views.
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bay Beauty. This Intracoastal front property has sprawling views from Cortez Bridge all the way to the Sunshi ...
From $250 per night (USD)HomeAway
From $275 per night (USD)VRBO
Absolute Paradise: Heated Pool, Hot Tub, Tiki Bar, Ping Pong, Splendid Waterview
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 14
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)VRBO
From $400 per night (USD)HomeAway
Beachology: Heated Pool, Foosball, Ping Pong, Beach Gear, 2 Houses to the Gulf!
- Bedrooms:
- 5.5
- Bathrooms:
- 5
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $400 per night (USD)HomeAway
From $475 per night (USD)VRBO
Sunshine on Pine: Spacious 6-Bed Home, Canalfront w/Pool, Close to Everything!
- Bedrooms:
- 7.5
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $475 per night (USD)VRBO
From $225 per night (USD)HomeAway
A Reel Beauty: Ground-Level, Heated Pool, Hot Tub, 2-Minute Walk to the Gulf!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $225 per night (USD)HomeAway
From $140 per night (USD)VRBO
Bamboo Breeze: Great Villa w/Private Heated Pool, only 2 Minute Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $140 per night (USD)VRBO
From $275 per night (USD)HomeAway
Two Pina Coladas: Heated Pool,Hot Tub, Tiki Bar, Short Block 2 Beach, Games!
- Bedrooms:
- 6.5
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)HomeAway
From $250 per night (USD)VRBO
Sand Castle: Large Gorgeous Home, Heated Pool, Hot Tub, 2 Short Blocks to Beach!
- Bedrooms:
- 5.5
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $250 per night (USD)VRBO
From $240 per night (USD)HomeAway
Whispering Palms:Unique Canal Front, Very Private Tropical Heated Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $240 per night (USD)HomeAway
From $220 per night (USD)VRBO
My Big Fat Beach House: A Premier Island Home, Heated Pool, Hot Tub, Waterfall
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $220 per night (USD)VRBO
From $175 per night (USD)HomeAway
Pineapple Cay: Private Heated Pool/Hot Tub! Immaculate Villa Built in 2016!!
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $175 per night (USD)HomeAway
From $250 per night (USD)VRBO
All Conched Out: Huge Canal Home, Heated Pool, North End, Bay View from Balcony
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $250 per night (USD)VRBO
From $285 per night (USD)HomeAway
Driftwood Cottage: Private Heated Pool and Hot Tub! Walking Distance to Beach!
- Bedrooms:
- 6.5
- Bathrooms:
- 4
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $285 per night (USD)HomeAway
From $200 per night (USD)VRBO
Naut 2 Shabby Cottage: Ground-level Old-Florida Cottage, Amazing Pool & Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $200 per night (USD)VRBO
From $275 per night (USD)HomeAway
Margarita-Ville: Heated Pool, Hot Tub, Tiki Bar, Short Block to Beach, Elevator!
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)HomeAway
From $130 per night (USD)VRBO
Fig Leaf: 2 Bed/2 Bath Villa w/Private Heated Pool. Close to Trolley and Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $130 per night (USD)VRBO
From $165 per night (USD)HomeAway
Carefree Cottage: Ground Level, Modern Cottage, Heated Pool,1 Block to the Gulf!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $165 per night (USD)HomeAway
From $230 per night (USD)VRBO
Fisherman's Paradise
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $230 per night (USD)VRBO
From $220 per night (USD)HomeAway
H2O Bungalow:Ground Level, Close to the Beach, Hot Tub, Heated Pool, Lazy River!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $220 per night (USD)HomeAway
From $425 per night (USD)VRBO
It's a Jungle Out There!: Lagoon Pool, Resort-like Home, Rooftop Deck w/360 View
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $425 per night (USD)VRBO
From $165 per night (USD)HomeAway
AMG 315: Beautiful Cottage w/Private Heated Pool on Pine Ave Close to Everything
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $165 per night (USD)HomeAway
From $275 per night (USD)VRBO
Oceanside Oasis:Gulf Views,Heated Pool,Hot Tub,PingPong,PoolTable,AirHockey,Foos
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)VRBO
From $275 per night (USD)HomeAway
Casa Del Sol: Waterfront, Heated Pool, Dock, Elevator, Breathtaking Views!!!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)HomeAway
From $275 per night (USD)VRBO
Coastal Bliss: Heated Pool, Hot Tub, Pool Table, Ping Pong, 1 Block to the Beach
- Bedrooms:
- 5.5
- Bathrooms:
- 6
- Sleeps:
- 12
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $275 per night (USD)VRBO
From $425 per night (USD)HomeAway
Tarpon Lookout: immaculate Direct Gulf Front Home w/ Heated Pool and Hot Tub
- Bedrooms:
- 6.5
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $425 per night (USD)HomeAway
From $265 per night (USD)VRBO
Sunny Disposition: Private Heated Pool, Video/Board Games, 1 Block to the Gulf!
- Bedrooms:
- 5.5
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $265 per night (USD)VRBO
From $190 per night (USD)HomeAway
Bay Será: Immaculate Ground Level Home w/ Heated Pool & Hot Tub, Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $190 per night (USD)HomeAway
From $160 per night (USD)VRBO
Love Shack: Canal Front w/Private Dock, Heated Pool, 3 Blocks to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $160 per night (USD)VRBO
From $160 per night (USD)HomeAway
Ainsley Beach House: Awesome Villa, Private Heated Pool, Tiki Table, Waterfall!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $160 per night (USD)HomeAway
From $175 per night (USD)VRBO
Seahorse Cottage: Private Heated Pool, Hot Tub! Immaculate Villa Built in 2016!!
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $175 per night (USD)VRBO
From $220 per night (USD)HomeAway
Beach Bound: Awesome Ground Level Beach House,Heated Pool,Hot Tub, Close 2 Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $220 per night (USD)HomeAway
From $160 per night (USD)VRBO
Mermaid's Hideaway: Awesome Villa, 100 Steps To Beach, Tropical Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $160 per night (USD)VRBO
From $200 per night (USD)HomeAway
ANOTHER PARADISE: Beautiful Home, Only 7 Houses to Beach with Heated Pool!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $200 per night (USD)HomeAway
From $165 per night (USD)VRBO
Queen Palm: Private Heated Pool, Close to Everything, 2 Blocks to the Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $165 per night (USD)VRBO
From $160 per night (USD)HomeAway
Beach House: Canal front, Amazing Ground Level, Heated Pool, Hot Tub, North End
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $160 per night (USD)HomeAway
From $150 per night (USD)VRBO
H20 360° - Amazing Canal Front with Heated Pool Hot Tub and in Massive Back Yard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $150 per night (USD)VRBO
From $150 per night (USD)HomeAway
AMG 218: The Jewel of Pine Avenue is Back & Waiting for You!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $150 per night (USD)HomeAway
From $130 per night (USD)VRBO
Ahoy Matey: Adorable Villa with PRIVATE Heated Pool, Very Short Block to Beach!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $130 per night (USD)VRBO
From $210 per night (USD)HomeAway
Pink Palm Bungalow: Perfect Ground Level Beach House on North End, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $210 per night (USD)HomeAway
From $265 per night (USD)VRBO
Turtle Cove:Awesome,Huge,Heated Pool & Hot Tub,Views of Gulf,4 Houses to Beach
- Bedrooms:
- 6.5
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $265 per night (USD)VRBO
From $160 per night (USD)HomeAway
Lazy Daze: Adorable Cottage, Only Houses to Beach, Heated Pool and Tiki Hut!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $160 per night (USD)HomeAway
From $265 per night (USD)VRBO
FishStix: Awesome & Huge, Heated Pool, Hot Tub, Views of Gulf, 3 Houses to Beach
- Bedrooms:
- 6.5
- Bathrooms:
- 5
- Sleeps:
- 10
BEFORE YOU BOOK: We rent Saturday to Saturday… Usually. Want to rent starting or ending on a different day? Contact ...
From $265 per night (USD)VRBO
From $155 per night (USD)TripAdvisor
Ohana Hale North 2 Bedroom on Anna Maria
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our r ...
From $155 per night (USD)TripAdvisor
From $78 per night (USD)PerfectPlaces
Steps from Beach & Bay! Open July 4th week! Great for the...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Steps from Beach & Bay! Open July 4th week! Great for the Family! Sleeps 8! This 2 bedroom/2 bathroom bungalow is a ...
From $78 per night (USD)PerfectPlaces